(1R,2R,3S,4S)-<3--2-bornyl>-(1S,5R)-5-(5-tert-butyl-diphenyl-silyloxy-1-penten-2-yl)-2-oxo-cyclopentanecarboxylate

Base Information

Chemical Name:(1R,2R,3S,4S)-<3--2-bornyl>-(1S,5R)-5-(5-tert-butyl-diphenyl-silyloxy-1-penten-2-yl)-2-oxo-cyclopentanecarboxylate
CAS No.:172374-00-4
Molecular Formula:C₅₁H₆₃NO₆SSi
Molecular Weight:846.216
Hs Code.:

(1R,2R,3S,4S)-<3-<N-benzenesulfonyl-N-(3,5-dimethylphenyl)-amino>-2-bornyl>-(1S,5R)-5-(5-tert-butyl-diphenyl-silyloxy-1-penten-2-yl)-2-oxo-cyclopentanecarboxylate

Synonyms:(1R,2R,3S,4S)-<3--2-bornyl>-(1S,5R)-5-(5-tert-butyl-diphenyl-silyloxy-1-penten-2-yl)-2-oxo-cyclopentanecarboxylate

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Chemical Property of (1R,2R,3S,4S)-<3--2-bornyl>-(1S,5R)-5-(5-tert-butyl-diphenyl-silyloxy-1-penten-2-yl)-2-oxo-cyclopentanecarboxylate

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of (1R,2R,3S,4S)-<3--2-bornyl>-(1S,5R)-5-(5-tert-butyl-diphenyl-silyloxy-1-penten-2-yl)-2-oxo-cyclopentanecarboxylate

There total 4 articles about (1R,2R,3S,4S)-<3--2-bornyl>-(1S,5R)-5-(5-tert-butyl-diphenyl-silyloxy-1-penten-2-yl)-2-oxo-cyclopentanecarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 64180-78-5
4-bromopent-4-en-1-ol

: 172374-00-4
(1R,2R,3S,4S)-<3--2-bornyl>-(1S,5R)-5-(5-tert-butyl-diphenyl-silyloxy-1-penten-2-yl)-2-oxo-cyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / imidazole / dimethylformamide / 3 h / 20 °C

2: 1.) tBuLi, 0.25 M lithium 2-thienylcyanocuprate / 1.) THF, -78 deg C, 2 h; -78 deg C, 1 h, 2.) THF, -78 deg C, 2 h

With 1H-imidazole; tert.-butyl lithium; thien-2-yl(cyano)copper lithium; In N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(95)00834-U

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 172374-00-4
(1R,2R,3S,4S)-<3--2-bornyl>-(1S,5R)-5-(5-tert-butyl-diphenyl-silyloxy-1-penten-2-yl)-2-oxo-cyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / imidazole / dimethylformamide / 3 h / 20 °C

2: 1.) tBuLi, 0.25 M lithium 2-thienylcyanocuprate / 1.) THF, -78 deg C, 2 h; -78 deg C, 1 h, 2.) THF, -78 deg C, 2 h

With 1H-imidazole; tert.-butyl lithium; thien-2-yl(cyano)copper lithium; In N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(95)00834-U

Reference yield:

: 594-19-4
tert.-butyl lithium

: 172490-96-9
(1R,2R,3S,4S)-<3--2-bornyl>-2-oxo-cyclopentene-carboxylate

: 172374-03-7
(1R,2R,3S,4S)-<3--2-bornyl>-(1S,5R)-5-tert-butyl-2-oxo-cyclopentanecarboxylate

: 172374-00-4
(1R,2R,3S,4S)-<3--2-bornyl>-(1S,5R)-5-(5-tert-butyl-diphenyl-silyloxy-1-penten-2-yl)-2-oxo-cyclopentanecarboxylate

Guidance literature:: With 2-bromo-5-tert-butyldiphenylsilyloxy-1-pentene; thien-2-yl(cyano)copper lithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, -78 deg C, 2 h; -78 deg C, 1 h, 2.) THF, -78 deg C, 2 h;
DOI:10.1016/0040-4020(95)00834-U