A PRACTICAL SYNTHESIS OF THE CYCLIC BUTYLENE TEREPHTHALATE TRIMER

This paper described a practical synthetic approach for the cyclic butylene terephthalate trimer (7). The key step was a ring-closing metathesis, using Grubbs' second-generation catalyst to form the macrocyclic ring. The advantages of this procedure included short reaction steps, simple operati...

Full description

Saved in:
Bibliographic Details
Published inHeterocycles Vol. 96; no. 3; pp. 483 - 489
Main Authors Li, Xiaolin, Zhou, Pu, Wu, Wenxuan, Zhan, Li, Liu, Ting, Yang, Fan, Tang, Jie, Yu, Shanbao, Li, Hui, Luo, Yu
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.03.2018
Subjects
Online AccessGet more information

Cover

Loading…
Abstract This paper described a practical synthetic approach for the cyclic butylene terephthalate trimer (7). The key step was a ring-closing metathesis, using Grubbs' second-generation catalyst to form the macrocyclic ring. The advantages of this procedure included short reaction steps, simple operations and good yields.
AbstractList This paper described a practical synthetic approach for the cyclic butylene terephthalate trimer (7). The key step was a ring-closing metathesis, using Grubbs' second-generation catalyst to form the macrocyclic ring. The advantages of this procedure included short reaction steps, simple operations and good yields.
Author Zhan, Li
Yang, Fan
Luo, Yu
Li, Xiaolin
Wu, Wenxuan
Li, Hui
Zhou, Pu
Yu, Shanbao
Tang, Jie
Liu, Ting
Author_xml – sequence: 1
  givenname: Xiaolin
  surname: Li
  fullname: Li, Xiaolin
  organization: East China Normal Univ, Sch Chem & Mol Engn, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Shanghai 200241, Peoples R China
– sequence: 2
  givenname: Pu
  surname: Zhou
  fullname: Zhou, Pu
  organization: East China Normal Univ, Sch Chem & Mol Engn, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Shanghai 200241, Peoples R China
– sequence: 3
  givenname: Wenxuan
  surname: Wu
  fullname: Wu, Wenxuan
  organization: East China Normal Univ, Sch Chem & Mol Engn, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Shanghai 200241, Peoples R China
– sequence: 4
  givenname: Li
  surname: Zhan
  fullname: Zhan, Li
  organization: East China Normal Univ, Sch Chem & Mol Engn, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Shanghai 200241, Peoples R China
– sequence: 5
  givenname: Ting
  surname: Liu
  fullname: Liu, Ting
  organization: East China Normal Univ, Sch Chem & Mol Engn, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Shanghai 200241, Peoples R China
– sequence: 6
  givenname: Fan
  surname: Yang
  fullname: Yang, Fan
  organization: East China Normal Univ, Sch Chem & Mol Engn, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Shanghai 200241, Peoples R China
– sequence: 7
  givenname: Jie
  surname: Tang
  fullname: Tang, Jie
  organization: East China Normal Univ, Sch Chem & Mol Engn, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Shanghai 200241, Peoples R China
– sequence: 8
  givenname: Shanbao
  surname: Yu
  fullname: Yu, Shanbao
  organization: PharmaBlock Sci Nanjing Inc, Nanjing 210061, Jiangsu, Peoples R China
– sequence: 9
  givenname: Hui
  surname: Li
  fullname: Li, Hui
  organization: PharmaBlock Sci Nanjing Inc, Nanjing 210061, Jiangsu, Peoples R China
– sequence: 10
  givenname: Yu
  surname: Luo
  fullname: Luo, Yu
  email: yluo@chem.ecnu.edu.cn
  organization: East China Normal Univ, Sch Chem & Mol Engn, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Shanghai 200241, Peoples R China
BookMark eNqNj8tOwzAURC1UJNrCjg_wHhmu7TxulsFySaT0odRddFXFjiMFQYKaIMTfkwo-gNnMzOKMNAsy6_rOE3LP4VEmGD-p7ZrxmHGJUXBF5hyRM0gCMSNzkBiyMODBDVkMwysAICDOSZrSXZkqk6u0oPvjxmR6n-_pdkWnRNVRFbmizwdzLPRGU6NLvctMlhapmVqZr3V5S66b6m3wd3--JIeVNipjxfblssqciMTIrIt4FYIMeGSrBqGOrJeJcGGMGPMaksYGEtBGHmPJE-RQu1pYBBc2oraRWBL83f3ytm8G1_rO-dPHuX2vzt-n6dCEhxzholi1YzW2faf6z26c0If_o-IHChdapg
CitedBy_id crossref_primary_10_1016_j_ccr_2019_213051
Cites_doi 10.1002/ejoc.201301239
10.1021/acs.oprd.7b00319
10.1016/j.tet.2011.10.018
10.1021/ma000278b
10.1002/cctc.201300675
10.1021/cr900346r
10.1002/app.39904
10.1021/acs.biomac.7b00364
10.1021/ol047356q
ContentType Journal Article
DBID 1KM
1KN
BLEPL
DTL
HBEAY
DOI 10.3987/COM-17-13864
DatabaseName Index Chemicus
Current Chemical Reactions
Web of Science Core Collection
Science Citation Index Expanded
Web of Science - Science Citation Index Expanded - 2018
DatabaseTitle Web of Science
DatabaseTitleList Web of Science
Database_xml – sequence: 1
  dbid: 1KN
  name: Current Chemical Reactions
  url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.CCR
  sourceTypes:
    Enrichment Source
    Index Database
DeliveryMethod no_fulltext_linktorsrc
Discipline Chemistry
EISSN 1881-0942
EndPage 489
ExternalDocumentID 000430518000007
GrantInformation_xml – fundername: Shanghai Science and Technology Council
  grantid: 14142201200
– fundername: National Key Technology RD Program; National Key Technology R&D Program
  grantid: 2015BAK45B00
– fundername: Laboratory of Organic Functional Molecules, Sino-French Institute of ECNU
GroupedDBID -~X
1KM
1KN
3L6
5GY
6P2
AENEX
AHWXS
ALMA_UNASSIGNED_HOLDINGS
B.R
BLEPL
CS3
DTL
DU5
EBS
EJD
F5P
GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED
P2P
RIG
SJN
TN5
UPT
ID FETCH-LOGICAL-c262t-bc61a503416baf80d6be392c578871d09fb4308b6e87319810dcd2b80c5f2db62
ISICitedReferencesCount 1
ISICitedReferencesURI https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000430518000007
ISSN 0385-5414
IngestDate Fri Nov 08 20:18:03 EST 2024
Fri Jul 26 05:08:52 EDT 2024
IsPeerReviewed true
IsScholarly true
Issue 3
Keywords CHEMISTRY
OLEFIN METATHESIS
POLYMERIZATION
RING-CLOSING METATHESIS
ANALOGS
Language English
LinkModel OpenURL
LogoURL https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg
MergedId FETCHMERGED-LOGICAL-c262t-bc61a503416baf80d6be392c578871d09fb4308b6e87319810dcd2b80c5f2db62
PageCount 7
ParticipantIDs webofscience_primary_000430518000007
webofscience_primary_000430518000007CitationCount
PublicationCentury 2000
PublicationDate 2018-03-01
PublicationDateYYYYMMDD 2018-03-01
PublicationDate_xml – month: 03
  year: 2018
  text: 2018-03-01
  day: 01
PublicationDecade 2010
PublicationPlace OXFORD
PublicationPlace_xml – name: OXFORD
PublicationTitle Heterocycles
PublicationTitleAbbrev HETEROCYCLES
PublicationYear 2018
Publisher Elsevier
Publisher_xml – name: Elsevier
References Muthusamy, S (WOS:000336266400011) 2014; 2014
Burch, RR (WOS:000088148600013) 2000; 33
Dong, YF (WOS:000403387100001) 2017; 18
Lubbe, C (WOS:000330636800011) 2014; 6
(000430518000007.1) 1000
Sweileh, BA (WOS:000335233500012) 2014; 131
Kotha, S (WOS:000299443900001) 2012; 68
Lozano-Vila, AM (WOS:000280985800013) 2010; 110
Tong, G (WOS:A1996UP64700011) 1996; 4
Yang, Q (WOS:000227313400031) 2005; 7
Levchik, SV (WOS:000177453200013) 2002; 77
Hughes, D (WOS:000418392900003) 2017; 21
MULLER, FJ (WOS:A1983RX42400010) 1983; 184
Marsella, MJ (WOS:A1997XF48200018) 1997; 36
References_xml – volume: 2014
  start-page: 363
  year: 2014
  ident: WOS:000336266400011
  article-title: Titanium Isopropoxide Promoted Tandem Self-Cross and Ring-Closing Metathesis Approach for the Synthesis of Macrotetralides
  publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
  doi: 10.1002/ejoc.201301239
  contributor:
    fullname: Muthusamy, S
– volume: 21
  start-page: 1938
  year: 2017
  ident: WOS:000418392900003
  article-title: Olefin Metathesis in Drug Discovery and Development-Examples from Recent Patent Literature
  publication-title: ORGANIC PROCESS RESEARCH & DEVELOPMENT
  doi: 10.1021/acs.oprd.7b00319
  contributor:
    fullname: Hughes, D
– volume: 68
  start-page: 397
  year: 2012
  ident: WOS:000299443900001
  article-title: Strategies and tactics in olefin metathesis
  publication-title: TETRAHEDRON
  doi: 10.1016/j.tet.2011.10.018
  contributor:
    fullname: Kotha, S
– volume: 33
  start-page: 5053
  year: 2000
  ident: WOS:000088148600013
  article-title: Synthesis of cyclic oligoesters and their rapid polymerization to high molecular weight
  publication-title: MACROMOLECULES
  doi: 10.1021/ma000278b
  contributor:
    fullname: Burch, RR
– volume: 6
  start-page: 105
  year: 2014
  ident: WOS:000330636800011
  article-title: Lewis Acid Assisted Ruthenium-Catalyzed Metathesis Reactions
  publication-title: CHEMCATCHEM
  doi: 10.1002/cctc.201300675
  contributor:
    fullname: Lubbe, C
– year: 1000
  ident: 000430518000007.1
– volume: 77
  start-page: 267
  year: 2002
  ident: WOS:000177453200013
  article-title: Synergistic action between aryl phosphates and phenolic resin in PBT
  publication-title: POLYMER DEGRADATION AND STABILITY
  contributor:
    fullname: Levchik, SV
– volume: 184
  start-page: 2487
  year: 1983
  ident: WOS:A1983RX42400010
  article-title: SYNTHESIS OF THE CYCLIC OLIGOMERS OF BUTYLENE TEREPHTHALATE
  publication-title: MAKROMOLEKULARE CHEMIE-MACROMOLECULAR CHEMISTRY AND PHYSICS
  contributor:
    fullname: MULLER, FJ
– volume: 110
  start-page: 4865
  year: 2010
  ident: WOS:000280985800013
  article-title: Ruthenium-Based Olefin Metathesis Catalysts Derived from Alkynes
  publication-title: CHEMICAL REVIEWS
  doi: 10.1021/cr900346r
  contributor:
    fullname: Lozano-Vila, AM
– volume: 4
  start-page: 693
  year: 1996
  ident: WOS:A1996UP64700011
  article-title: A convergent solid-phase synthesis of actinomycin analogues - Towards implementation of double-combinatorial chemistry
  publication-title: BIOORGANIC & MEDICINAL CHEMISTRY
  contributor:
    fullname: Tong, G
– volume: 131
  start-page: ARTN 39904
  year: 2014
  ident: WOS:000335233500012
  article-title: Synthesis and Characterization of Poly(ester carbonate)s by Melt-Phase Interchange Reactions of Dihydroxy Compounds with Alkylene and Arylene Diphenyl Dicarbonates Containing Ester Groups
  publication-title: JOURNAL OF APPLIED POLYMER SCIENCE
  doi: 10.1002/app.39904
  contributor:
    fullname: Sweileh, BA
– volume: 36
  start-page: 1101
  year: 1997
  ident: WOS:A1997XF48200018
  article-title: Template-directed ring-closing metathesis: Synthesis and polymerization of unsaturated crown ether analogs
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH
  contributor:
    fullname: Marsella, MJ
– volume: 18
  start-page: 1661
  year: 2017
  ident: WOS:000403387100001
  article-title: Olefin Cross-Metathesis in Polymer and Polysaccharide Chemistry: A Review
  publication-title: BIOMACROMOLECULES
  doi: 10.1021/acs.biomac.7b00364
  contributor:
    fullname: Dong, YF
– volume: 7
  start-page: 871
  year: 2005
  ident: WOS:000227313400031
  article-title: Lewis acid assisted ring-closing metathesis of chiral diallylamines: An efficient approach to enantiopure pyrrolidine derivatives
  publication-title: ORGANIC LETTERS
  doi: 10.1021/ol047356q
  contributor:
    fullname: Yang, Q
SSID ssj0008088
ssib055720442
Score 2.206871
Snippet This paper described a practical synthetic approach for the cyclic butylene terephthalate trimer (7). The key step was a ring-closing metathesis, using Grubbs'...
Source Web of Science
SourceID webofscience
SourceType Enrichment Source
Index Database
StartPage 483
SubjectTerms Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
Title A PRACTICAL SYNTHESIS OF THE CYCLIC BUTYLENE TEREPHTHALATE TRIMER
URI http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000430518000007
Volume 96
WOS 000430518000007
WOSCitedRecordID wos000430518000007
hasFullText
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1Lj5swELa67aG9VH2q25d82FvlFmNshiNFRGybZKtdoianFTYg7SXZQyK1_fUd2wTYaA9pL8gghMjMZObzMDMfIWdx1CS1jDVLGoEbFFCGASjBeCRrIUSCTtE2J8_mqlhE35ZyOZQ1u-6Srf5s_tzbV_I_WsVrqFfbJfsPmu0fihdwjfrFI2oYj0fpOEUB2ioQN9JgNS-L_Or8al_Hk62yKYr466JcTfN5_glxa_6jKIt0mpZ4dnk-yy_H0LSwhTEb89uWyfVlOu5b__KmstQ-Q455s3Pgc9d7dHf-s1n_2lWj27q2hptxZoHDUFrl011dbB55JAGSWd5wHzy8xwTgDPeId1yqJ6ntTEeM_GPkWWu6UBt59qBDLy5cHmSSXcwYhlAuQEVDtNp_oT8IYn1pYeCnmHFw25_4hJzE4IDz9z6LI6Vl5omGMWMQOH7S_uf5Bgn7Gl_GL3EvNnE4pHxGnnYbCJp6a3hOHjTrF-Rxtufte0nSlPZWQXuroBcTiivqrYLurYLesQrqreIVWUzyMitYR5TBTKjCLdNG8UoGCEiUrloIaqUbxL1G2lJRXgdJq1EmoFUDMbpc4EFt6lBDYGQb1lqFr8nD9WbdvCFUI6BvkwCFZFRUQ6WlqDnHNZgwqUJ5Ss7GMri-9TNRrg_Efkr4Mbdl3Rx6O39h-_a4R78jTwZjfU8etfhnbj4gMtzqj07NfwH3jlFF
link.rule.ids 783
linkProvider Clarivate
openUrl ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=A+PRACTICAL+SYNTHESIS+OF+THE+CYCLIC+BUTYLENE+TEREPHTHALATE+TRIMER&rft.jtitle=Heterocycles&rft.au=Li%2C+Xiaolin&rft.au=Zhou%2C+Pu&rft.au=Wu%2C+Wenxuan&rft.au=Zhan%2C+Li&rft.date=2018-03-01&rft.pub=Elsevier&rft.issn=0385-5414&rft.eissn=1881-0942&rft.volume=96&rft.issue=3&rft.spage=483&rft.epage=489&rft_id=info:doi/10.3987%2FCOM-17-13864&rft.externalDBID=n%2Fa&rft.externalDocID=000430518000007
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0385-5414&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0385-5414&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0385-5414&client=summon