SYNTHESIS OF CHEMICALLY STABLE PROSTACYCLIN ANALOGS

DOI: 10.1016/S0040-4020(01)88623-3

Source and publish data:

Tetrahedron p. 3807 - 3820 (1983)

Update date:2022-07-30

Topics:

Authors:

Bannai, Kiyoshi

Toru, Takeshi

Oba, Takeo

Tanaka, Toshio

Noriaki, Okamura

et al. et al.

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

Article abstract of DOI:10.1016/S0040-4020(01)88623-3

Syntheses of several stable PGI₂ analogs substituted by an electron-withdrawing substituent at C-5 or C-7 are described.Reaction of PGI₂ methyl ester (1) with benzenesulfenyl chloride gave (5E)-5-phenylthio-PGI₂ (2) or (5R)-5-phenylthio-Δ⁶-PGI₁ (5) according to the reaction condition employed.Allyl sulfide 5 was transformed into (7S)-7-hydroxy-PGI₂ (11) and (7S)-7-acetoxy PGI₂ (12) via stereocontrolled sulfoxide-sulfenate rearrangement, and alcohol 11 was further transformed into (7S)-7-fluoro-PGI₂ (14).These PGI₂ analogs were found much more stable than PGI₂.

Full text of DOI:10.1016/S0040-4020(01)88623-3

Products guided by the article

Product name:Cycloheptene, 1-methoxy-7-(phenylthio)-

Cas No:81401-34-5

R&D Labs maybe for 81401-34-5

Acros Pharmatech Limited

website:http://www.acrospharmatech.com

Contact:+1-3234804688

Address:Flat/RM 1502,Easey Commercial building 253-261 Hennessy Road,Wanchai，HongKong
Chengdu Chengnuo New-Tech Co., Ltd

Contact:0086-028-85749078

Address:4 Jiuyang road,Jiulong industrial port,Chengdu, China
Hawks Chemical

Contact:+44 (0)161 367 9441

Address:
Guangzhou Probig Fine Chemical Co., Ltd.

Contact:020-86297874

Address:No.2, 1/F, No.20, Hetai Road,Hebian Village, Baiyun District,Guangzhou,China
Shanghai Standard Biotech Co., Ltd.

Contact:+86-18502101150

Address:Room 103, Building 2nd, NO.720, Cailun Road , Pudong District, Shanghai, China

Relevant to this article

The preparation of some thiochroman-3-ones and derivatives

Doi:10.1139/v82-038
(1982)
A multifunctional high-spin biradical pyrazolylbipyridine- bisnitronylnitroxide

Doi:10.1021/ol0479040
(2004)
Rapid and Efficient Synthesis of Nucleoside 5'-O-(1-Thiotriphosphates), 5'-Triphosphates and 2',3'-Cyclophosphorothioates Using 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one

Doi:10.1021/jo00264a024
(1989)
Stereoelectronic Effects in the Conformation and Hydrolysis of Epimeric(4aα, 8aβ)-Hexahydrobenzo-2-(p-Nitrophenoxy)-2-Oxo-1,3,2λ⁵-Dioxaphosphorinanes and 4aα-methyl-8aβ-Pentahydrobenzo-2-(p-Nitrophenoxy)-2-Oxo-1,3,2λ⁵-Dioxaphosphorin

Doi:10.1016/S0040-4020(01)87422-6
(1986)
The preparation of selenium-containing aromatic and heterocyclic c-substituted α-amino acetic acid derivatives of potential biomedical application

Doi:10.1002/jhet.5570180824
(1981)
Synthesis of 3-methylpseudouridine and 2'-deoxy-3-methyl-pseudouridine.

Doi:10.1016/S0008-6215(00)81043-5
(1982)

Article Doi