A straightforward synthesis of (2S,3R)-3-hydroxyproline and trans-(2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidine

DOI: 10.1016/0957-4166(95)00434-3

Source and publish data:

Tetrahedron Asymmetry p. 181 - 188 (1996)

Update date:2022-08-02

Topics:

Authors:

Dell'Uomo, Natalina

Di Giovanni, Maria Cristina

Misiti, Domenico

Zappia, Giovanni

Delle Monache, Giuliano

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

Article abstract of DOI:10.1016/0957-4166(95)00434-3

A stereocontrolled synthesis of (2S,3R)-3-hydroxyproline 1, and trans-(2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidine 2 has been achieved in 21% and 38% yield via the homochiral 4,5-disubstituted oxazolidin-2-one 3. The trans relationship in 2 has been introduced by a modified Mitsunobu reaction.

Full text of DOI:10.1016/0957-4166(95)00434-3

Products guided by the article

Product name:(2R,3R)-1-benzyloxy-2-(tert-butoxycarbonyl)amino-3,5-pentandiol

Cas No:174541-86-7

R&D Labs maybe for 174541-86-7

SHANGHAI GILEADER ADVANCE MATERIAL TECHNOLOGY CO.,LTD

website:http://www.tanguitech.com/contact.asp

Contact:+86-021-58692556

Address:No.6 Building,No. 668 Hengan RD Pudong,Shanghai
Exploiter Molybdenum Co.,Ltd

Contact:86-379-63338609

Address:Jiudian Village,Deting Town,Song County,Luoyang
Beijing ZhongDaXinHe Chemical Product Co.,Ltd(expird)

Contact:010-52876516

Address:tongzhoubeiyuan
Zipont chem(wuhan）Tech co.，Ltd

Contact:+86-27-87587198

Address:wuhan
Xiamen Kaijia Imp & Exp Co., Ltd.

Contact:86-592-5101177

Address:Room406 Luhui Building No. 65 Haitian Road Huli Xiamen,China.

Relevant to this article

Microbiological transformations. 47. A step toward a green chemistry preparation of enantiopure (S)-2-, -3-, and -4-pyridyloxirane via an epoxide hydrolase catalyzed kinetic resolution

Doi:10.1021/jo001406x
(2001)
Doi:10.1021/je60036a045
(1968)
Rapid methylation for the synthesis of a ¹¹C-labeled tolylisocarbacyclin imaging the IP₂ receptor in a living human brain

Doi:10.1016/S0040-4020(00)00734-1
(2000)
Propylphosphonic anhydride (T3P): A remarkably efficient reagent for the one-pot transformation of aromatic, heteroaromatic, and aliphatic aldehydes to nitriles

Doi:10.1055/s-0029-1218388
(2009)
Acylation of oxazolo<4,5-b>pyridin-2(3H)-ones, 2-phenyloxazolo<4,5-b>pyridines and pyrrolo<2,3-b>pyridin-2(2H)-ones

Doi:10.1016/S0040-4020(97)00179-8
(1997)
Lanthanide Structures, Coordination, and Extraction Investigations of a 1,3-Bis(diethyl amide)-Substituted Calix[4]arene Ligand

Doi:10.1021/ic9512441
(1996)

Article Doi