AN IMPROVED METHOD FOR THE PREPARATION OF DESOXOPEPTIDES - REDUCTIONS OF ENDOTHIOPEPTIDES

被引：38

作者：

GUZIEC, FS

WASMUND, LM

机构：

[1] Department of Chemistry, New Mexico State University, Las Cruces

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 01期

关键词：

D O I：

10.1016/S0040-4039(00)94324-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three new procedures for the synthesis of desoxopeptides from endothiopeptides are reported: 1) Raney nickel desulfurizafion, 2) alkylation with triethyloxonium tetrafluoroborate followed by sodium borohydride reduction, and 3) nickel boride reduction. Of these three, reduction with nickel boride was found to be superior due to high yields, reproducibility and convenience. © 1990.

引用

页码：23 / 26

页数：4

共 15 条

[1] SYNTHESIS OF PEPTIDES CONTAINING N-2-AMINOETHYLGLYCINE - REDUCTION ANALOGUES
ATHERTON, E
LAW, HD
MOORE, S
ELLIOTT, DF
WADE, R
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (20): : 3393 - &
[2] A CONVENIENT PROCEDURE FOR THE REDUCTIVE DESELENIZATION OF SELENIDES WITH NICKEL BORIDE
BACK, TG
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (21) : 1417 - 1418
[3] SOME APPLICATIONS OF NICKEL BORIDE AS A DESULFURIZING AGENT - IMPROVED ROUTE TO TRITERPENE 2-ENES
BOAR, RB
HAWKINS, DW
MCGHIE, JF
BARTON, DHR
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (06): : 654 - 657
[4] ENDOTHIOPEPTIDES
BROWN, DW
CAMPBELL, MM
WALKER, CV
[J]. TETRAHEDRON, 1983, 39 (07) : 1075 - 1083
[5] MONOTHIONOPEPTIDE AND DITHIONOPEPTIDE SYNTHESIS
BROWN, DW
CAMPBELL, MM
CHAMBERS, MS
WALKER, CV
[J]. TETRAHEDRON LETTERS, 1987, 28 (19) : 2171 - 2174
[6] HETEROCYCLIC STUDIES .V. DESULPHURATION OF HETEROCYCLIC THIOLS WITH NICKEL BORIDE
CLARK, J
GRANTHAM, RK
LYDIATE, J
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (09): : 1122 - &
[7] STUDIES ON AMINO-ACIDS AND PEPTIDES .1. SYNTHESIS OF N-BENZYLOXYCARBONYLENDOTHIODIPEPTIDE ESTERS
CLAUSEN, K
THORSEN, M
LAWESSON, SO
[J]. TETRAHEDRON, 1981, 37 (21) : 3635 - 3639
[8] CLAUSEN K, 1982, CHEM SCRIPTA, V20, P14
[9] GUZIEC FS, 1989, J CHEM RES-S, P155
[10] THE STEREOCHEMISTRY OF THE 10-METHYL-2-DECALOLS
HUSSEY, AS
HSIANG, PL
BAKER, RH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (19) : 4727 - 4730

← 1 2 →