Synthesis of enantiopure N-tert-butoxycarbonyl-2-aminocycloalkanones

DOI: 10.1080/00397919208021127

Source and publish data:

Synthetic Communications p. 3003 - 3012 (1992)

Update date:2022-09-26

Topics:

Authors:

Aube Aube

Wolfe Wolfe

Yantiss Yantiss

Cook Cook

Takusagawa

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

Article abstract of DOI:10.1080/00397919208021127

A route to enantiomerically pure N-tert-butoxycarbonyl-2-aminocycloalkanones (ring size: 5-8 membered) from the corresponding cycloalkene oxides is described. The procedure involves (1) aminolysis with (S)-α-methylbenzylamine/Me₃Al and chromatographic separation of diastereomers, (2) hydrogenolysis to afford the trans-2-aminocycloalkanols, (3) tert-butoxycarbonyl (Boc) protection, and (4) PCC oxidation.

Full text of DOI:10.1080/00397919208021127

Products guided by the article

Product name:(1R,2R)-2-<(S)-(α-methylbenzyl)amino>cycloheptanol

Cas No:145106-41-8

R&D Labs maybe for 145106-41-8

zhuzhou zhongle chemical co. ltd.

Contact:+86-0731 28228409

Address:Zhuzhou, Hunan, China
Chengdu Cogon Bio-tech Co., Ltd.

Contact:86-28-85171192

Address:NO.52.YongFeng Rd. Chengdu,610041,P.R.China.
Wuhan Shangrisyn chemicals Technology Co.,Ltd(expird)

Contact:+86-027-84466317 __ +86-15387123698

Address:wuhan - china
Zhaodu Fine Chemical Plant

Contact:86-310-8067016

Address:East Fuhua Road,Tiexi Chemical Industrial Estate,Hebei,China
Zhenjiang Haitong Chemical Industry Co., Ltd.

Contact:+86 (511) 8448-0369

Address:Baoyan Town, Dantu District, Zhenjiang City, Jiangsu, China

Relevant to this article

Asymmetric synthesis of 3-spirocyclopropyl-2-oxindoles via intramolecular trapping of chiral aza-ortho-xylylene

Doi:10.1039/c3cc45369c
(2013)
Synthesis of (+)-Vitepyrroloid A and (+)-Vitepyrroloid B by Late-Stage Ni-Catalyzed C(sp2)-C(sp3) Cross-Electrophile Coupling

Doi:10.1021/acs.joc.8b00882
(2018)
Use of Michael Additions to (Ph2P)2C=CH2 Complexes to prepare Thiophene- and Pyrrole-functionalised Metal-Phosphine Complexes

Doi:10.1039/DT9920003403
(1992)
A convenient synthesis of 2-amino-5-methyl-3-nitrobenzenethiol and its conversion into phenothiazines via a smiles rearrangement

Doi:10.1080/10426509908031619
(1999)
A highly concise and practical route to clavaminols, sphinganine and (+)-spisulosine via indium mediated allylation of α-hydrazino aldehyde and a theoretical insight into the stereochemical aspects of the reaction

Doi:10.1039/c3ra43048k
(2013)
Synthesis and SAR studies of benzimidazolone derivatives as histamine H₃-receptor antagonists

Doi:10.1016/j.bmcl.2013.08.012
(2013)

Article Doi