Tetrahedron: Asymmetry

Enantioselective synthesis of (R)-(−)-baclofen via Ru (II)–BINAP catalyzed asymmetric hydrogenation

VV Thakur, MD Nikalje, A Sudalai

Index: Thakur, Vinay V.; Nikalje, Milind D.; Sudalai Tetrahedron Asymmetry, 2003 , vol. 14, # 5 p. 581 - 586

Full Text: HTML

Citation Number: 46

Abstract

A short and efficient enantioselective synthesis of (R)-(−)-baclofen, a selective GABAB agonist has been described with an overall yield of 26% and 90% ee. Ru (II)–(S)-BINAP catalyzed asymmetric hydrogenations of C C and C O groups constitute the key steps in introducing stereogenic centers into the molecule.

 Related Synthetic Route
ethyl (2E)-3-(4'-chlorophenyl)but-2-enoate Structure

81187-86-2

ethyl (2E)-3-(4...

~92%

ethyl 4-bromo-3-(4-chlorophenyl)but-2-enoate Structure

114566-93-7

ethyl 4-bromo-3...

ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate Structure

21133-98-2

ethyl 3-(4-chlo...

~%

ethyl 4-bromo-3-(4-chlorophenyl)but-2-enoate Structure

114566-93-7

ethyl 4-bromo-3...

1-(4-Chlorophenyl)ethanone Structure

99-91-2

1-(4-Chlorophen...

~%

ethyl 4-bromo-3-(4-chlorophenyl)but-2-enoate Structure

114566-93-7

ethyl 4-bromo-3...

ethyl 4-azido-3-(4-chlorophenyl)-2-butenoate Structure

537676-64-5

ethyl 4-azido-3...

~%

(R)-Baclofen (hydrochloride) Structure

63701-55-3

(R)-Baclofen (h...

(S)-Baclofen hydrochloride Structure

63701-56-4

(S)-Baclofen hy...

ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate Structure

21133-98-2

ethyl 3-(4-chlo...

~%

(R)-Baclofen (hydrochloride) Structure

63701-55-3

(R)-Baclofen (h...

ethyl (2E)-3-(4'-chlorophenyl)but-2-enoate Structure

81187-86-2

ethyl (2E)-3-(4...

~%

(R)-Baclofen (hydrochloride) Structure

63701-55-3

(R)-Baclofen (h...

1-(4-Chlorophenyl)ethanone Structure

99-91-2

1-(4-Chlorophen...

~%

(R)-Baclofen (hydrochloride) Structure

63701-55-3

(R)-Baclofen (h...

ethyl 4-bromo-3-(4-chlorophenyl)but-2-enoate Structure

114566-93-7

ethyl 4-bromo-3...

~%

(R)-Baclofen (hydrochloride) Structure

63701-55-3

(R)-Baclofen (h...

Ethyl 3-(4-chlorophenyl)-3-oxopropanoate Structure

2881-63-2

Ethyl 3-(4-chlo...

~%

(R)-Baclofen (hydrochloride) Structure

63701-55-3

(R)-Baclofen (h...

ethyl (3R)-3-cyano-3-(4-chlorophenyl)propanoate Structure

537676-63-4

ethyl (3R)-3-cy...

~%

(R)-Baclofen (hydrochloride) Structure

63701-55-3

(R)-Baclofen (h...

(S)-Baclofen hydrochloride Structure

63701-56-4

(S)-Baclofen hy...

Ethyl 3-(4-chlorophenyl)-3-hydroxypropanoate Structure

70200-14-5

Ethyl 3-(4-chlo...

~77%

Ethyl 3-(4-chlorophenyl)-3-oxopropanoate Structure

2881-63-2

Ethyl 3-(4-chlo...

ethyl 4-azido-3-(4-chlorophenyl)-2-butenoate Structure

537676-64-5

ethyl 4-azido-3...

~%

(R)-Baclofen (hydrochloride) Structure

63701-55-3

(R)-Baclofen (h...

(S)-Baclofen hydrochloride Structure

63701-56-4

(S)-Baclofen hy...

ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate Structure

21133-98-2

ethyl 3-(4-chlo...

~%

(S)-Baclofen hydrochloride Structure

63701-56-4

(S)-Baclofen hy...

ethyl (2E)-3-(4'-chlorophenyl)but-2-enoate Structure

81187-86-2

ethyl (2E)-3-(4...

~%

(S)-Baclofen hydrochloride Structure

63701-56-4

(S)-Baclofen hy...

1-(4-Chlorophenyl)ethanone Structure

99-91-2

1-(4-Chlorophen...

~%

(S)-Baclofen hydrochloride Structure

63701-56-4

(S)-Baclofen hy...

ethyl 4-bromo-3-(4-chlorophenyl)but-2-enoate Structure

114566-93-7

ethyl 4-bromo-3...

~%

(S)-Baclofen hydrochloride Structure

63701-56-4

(S)-Baclofen hy...

Ethyl 3-(4-chlorophenyl)-3-oxopropanoate Structure

2881-63-2

Ethyl 3-(4-chlo...

~%

(S)-Baclofen hydrochloride Structure

63701-56-4

(S)-Baclofen hy...

ethyl (3R)-3-cyano-3-(4-chlorophenyl)propanoate Structure

537676-63-4

ethyl (3R)-3-cy...

~%

(R)-Baclofen (hydrochloride) Structure

63701-55-3

(R)-Baclofen (h...

(S)-Baclofen hydrochloride Structure

63701-56-4

(S)-Baclofen hy...


Home | MSDS/SDS Database Search | Journals | Product Classification | Biologically Active Compounds | Selling Leads | About Us | Disclaimer

Copyright © 2024 ChemSrc All Rights Reserved