Dehydration of threonine esters during tosylation

C. Somlai; S. Lovas; P. Forgó; R. F. Murphy; B. Penke

doi:10.1081/SCC-100107012

Dehydration of threonine esters during tosylation

C. Somlai, S. Lovas, P. Forgó, R. F. Murphy, B. Penke

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

Abstract

Tosylation of N-α-protected threonine methyl-and benzyl esters was investigated. Depending on the protecting groups, the composition of the reaction mixtures showed different ratio between O-tosyl-and dehydrothreonine derivatives. The latter was formed exclusively in case of N-α-Fmoc-threonine benzyl ester.

Original language	English (US)
Pages (from-to)	3633-3640
Number of pages	8
Journal	Synthetic Communications
Volume	31
Issue number	23
DOIs	https://doi.org/10.1081/SCC-100107012
State	Published - 2001
Externally published	Yes

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1081/SCC-100107012

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@article{797f7aef1bf74b1f9ac2f64f02c7f9fd,

title = "Dehydration of threonine esters during tosylation",

abstract = "Tosylation of N-α-protected threonine methyl-and benzyl esters was investigated. Depending on the protecting groups, the composition of the reaction mixtures showed different ratio between O-tosyl-and dehydrothreonine derivatives. The latter was formed exclusively in case of N-α-Fmoc-threonine benzyl ester.",

author = "C. Somlai and S. Lovas and P. Forg{\'o} and Murphy, {R. F.} and B. Penke",

note = "Funding Information: This research was supported by grants from the Scientific Council of Ministry of Health of Hungary (ETT, No. 009/97) and from Cancer and Smoking Related Diseases Research Program (LB595) of the State of Nebraska, USA. The authors gratefully acknowledge the excellent technical assistance of {\'E}. Menyh{\'a}rth and I. N{\'o}gr{\'a}di.",

year = "2001",

doi = "10.1081/SCC-100107012",

language = "English (US)",

volume = "31",

pages = "3633--3640",

journal = "Synthetic Communications",

issn = "0039-7911",

publisher = "Taylor and Francis Ltd.",

number = "23",

}

TY - JOUR

T1 - Dehydration of threonine esters during tosylation

AU - Somlai, C.

AU - Lovas, S.

AU - Forgó, P.

AU - Murphy, R. F.

AU - Penke, B.

N1 - Funding Information: This research was supported by grants from the Scientific Council of Ministry of Health of Hungary (ETT, No. 009/97) and from Cancer and Smoking Related Diseases Research Program (LB595) of the State of Nebraska, USA. The authors gratefully acknowledge the excellent technical assistance of É. Menyhárth and I. Nógrádi.

PY - 2001

Y1 - 2001

N2 - Tosylation of N-α-protected threonine methyl-and benzyl esters was investigated. Depending on the protecting groups, the composition of the reaction mixtures showed different ratio between O-tosyl-and dehydrothreonine derivatives. The latter was formed exclusively in case of N-α-Fmoc-threonine benzyl ester.

AB - Tosylation of N-α-protected threonine methyl-and benzyl esters was investigated. Depending on the protecting groups, the composition of the reaction mixtures showed different ratio between O-tosyl-and dehydrothreonine derivatives. The latter was formed exclusively in case of N-α-Fmoc-threonine benzyl ester.

UR - http://www.scopus.com/inward/record.url?scp=0034770623&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0034770623&partnerID=8YFLogxK

U2 - 10.1081/SCC-100107012

DO - 10.1081/SCC-100107012

M3 - Article

AN - SCOPUS:0034770623

VL - 31

SP - 3633

EP - 3640

JO - Synthetic Communications

JF - Synthetic Communications

SN - 0039-7911

IS - 23

ER -