New enantiodivergent procedure for the syntheses of chiral α- substituted serines from α-alkyl-α-aminomalonates utilizing enzymatic hydrolysis

DOI: 10.1016/S0040-4039(98)01123-X

Source and publish data:

Tetrahedron Letters p. 5571 - 5574 (1998)

Update date:2022-09-26

Topics:

Authors:

Sano, Shigeki

Hayashi, Kazuhiko

Miwa, Toshio

Ishii, Takahiro

Fujii, Michiho

Mima, Hiromi

Nagao, Yoshimitsu

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1016/S0040-4039(98)01123-X

Porcine liver esterase (PLE)- or rabbit liver esterase (RLE)-catalyzed hydrolysis of the pro-S ester group of diethyl α-alkyl-α- (benzyloxycarbonylamino)malonates 2a-c afforded (R)-ethyl α-alkyl-α- (benzyloxycarbonylamino)malonates 3a-c each in excellent enantiomeric excess. Enantiodivergent reductions of these acid esters 3a-c readily furnished both the corresponding enantiomeric α-substituted serines (R)- and (S)-5a-c.

Full text of DOI:10.1016/S0040-4039(98)01123-X

Products guided by the article

Product name:2-Benzyloxycarbonylamino-2-hexyl-malonic acid diethyl ester

Cas No:212776-39-1

R&D Labs maybe for 212776-39-1

Shandong Xiangde Biotechnology Co., Ltd

Contact:+86 -15066639877

Address:Sanba street
Meryer (Shanghai) Chemical Technology Co., Ltd.

website:http://www.meryer.com/cn/index/

Contact:+86-755-86170518

Address:Minhang,Shanghai, China
Suzhou JMS Chemical Co., Ltd.

Contact:+86-15995924277

Address:WuZhongOu suzhou new south road 89
FREEBARQUE DEVELOPMENT GROUP LIMITED

Contact:+86(0)10-5109 5335 or 5109 5345

Address:Room602,Block1-B,LINGDI OFFICE,NO.13 BEIYUAN ROAD
TIC Gums, Inc.

Contact:410-273-7300; 800-221-3953

Address:4609 Richlynn Dr., PO Box 369, Belcamp, MD, 21017-0369, USA

Relevant to this article

First synthesis of L-ascorbic acid (vitamin C) from a non-carbohydrate source

Doi:10.1039/a806062b
(1998)
The dichloromethane induced fragmentation of ferrocenylmethyldimethylamine. Mechanistic aspects and crystallographic and electrochemical investigation of the (FcCH2)2NMe2(+) and FcCH2NMe2H(+) ions

Doi:10.1016/S0022-328X(98)00866-3
(1998)
Enantioselective synthesis of pyrano[2,3-: C] pyrrole via an organocatalytic [4 + 2] cyclization reaction of dioxopyrrolidines and azlactones

Doi:10.1039/c9ob00419j
(2019)
Synthesis and characterization of ruthenium complexes of 1,8-bis(diphenylphosphinomethyl)naphthalene (BDNA) and their catalytic hydrogenation reactions to α,β-unsaturated aldehydes

Doi:10.1016/S0022-328X(98)00889-4
(1998)
Contra-Thermodynamic, Photocatalytic E→Z Isomerization of Styrenyl Boron Species: Vectors to Facilitate Exploration of Two-Dimensional Chemical Space

Doi:10.1002/anie.201800286
(2018)
Doi:10.1039/jr9370000546
()

Article Doi