[(1R,5R,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohex-3-enyl]-acetic acid ethyl ester

Base Information

Chemical Name:[(1R,5R,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohex-3-enyl]-acetic acid ethyl ester
CAS No.:864155-61-3
Molecular Formula:C₁₉H₃₂O₄Si
Molecular Weight:352.546
Hs Code.:

Synonyms:[(1R,5R,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohex-3-enyl]-acetic acid ethyl ester

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Chemical Property of [(1R,5R,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohex-3-enyl]-acetic acid ethyl ester

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Technology Process of [(1R,5R,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohex-3-enyl]-acetic acid ethyl ester

There total 10 articles about [(1R,5R,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohex-3-enyl]-acetic acid ethyl ester 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: 92.0%

: 864155-62-4
[(1R,2R,5R,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-cyclohex-3-enyl]-acetic acid ethyl ester

: 864155-61-3
[(1R,5R,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohex-3-enyl]-acetic acid ethyl ester

Guidance literature:: With dipyridinium dichromate; 4 A molecular sieve; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1039/b505264e

Reference yield: 69.0%

: 105-36-2
ethyl bromoacetate

: 157035-24-0
(4S,5R)-5-allyl-4-(tert-butyldimethylsiloxy)cyclohex-2-enone

: 864155-61-3
[(1R,5R,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohex-3-enyl]-acetic acid ethyl ester

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;
DOI:10.1039/b505264e

Reference yield:

: 864155-60-2
(1S,4R,4aS,7R,8S,8aR)-7-Allyl-8-(tert-butyl-dimethyl-silanyloxy)-4,4a,6,7,8,8a-hexahydro-1H-1,4-methano-naphthalen-5-one

: 864155-61-3
[(1R,5R,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohex-3-enyl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / diphenyl ether / 0.25 h / 210 °C

2: 69 percent / LDA; HMPA / tetrahydrofuran / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; diphenylether; lithium diisopropyl amide; In tetrahydrofuran; 1: retro-Diels-Alder;
DOI:10.1039/b505264e