(3'S,1R,2S,3R,6S)-2-(3'-((tert-Butyldimethylsilyl)oxy)-3'-cyclohexylprop-1'-ynyl)-3-((tert-butyldimethylsilyl)oxy)bicyclo<4.2.0>octan-7-one

Base Information

Chemical Name:(3'S,1R,2S,3R,6S)-2-(3'-((tert-Butyldimethylsilyl)oxy)-3'-cyclohexylprop-1'-ynyl)-3-((tert-butyldimethylsilyl)oxy)bicyclo<4.2.0>octan-7-one
CAS No.:129065-90-3
Molecular Formula:C₂₉H₅₂O₃Si₂
Molecular Weight:504.901
Hs Code.:

Synonyms:(3'S,1R,2S,3R,6S)-2-(3'-((tert-Butyldimethylsilyl)oxy)-3'-cyclohexylprop-1'-ynyl)-3-((tert-butyldimethylsilyl)oxy)bicyclo<4.2.0>octan-7-one

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Chemical Property of (3'S,1R,2S,3R,6S)-2-(3'-((tert-Butyldimethylsilyl)oxy)-3'-cyclohexylprop-1'-ynyl)-3-((tert-butyldimethylsilyl)oxy)bicyclo<4.2.0>octan-7-one

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Technology Process of (3'S,1R,2S,3R,6S)-2-(3'-((tert-Butyldimethylsilyl)oxy)-3'-cyclohexylprop-1'-ynyl)-3-((tert-butyldimethylsilyl)oxy)bicyclo<4.2.0>octan-7-one

There total 1 articles about (3'S,1R,2S,3R,6S)-2-(3'-((tert-Butyldimethylsilyl)oxy)-3'-cyclohexylprop-1'-ynyl)-3-((tert-butyldimethylsilyl)oxy)bicyclo<4.2.0>octan-7-one 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: 93.0%

: 105803-42-7
(3'S,1S,2S,3R,6S)-2-(3'-cyclohexyl-3'-hydroxyprop-1'-ynyl)-3-hydroxybicyclo<4.2.0>octan-7-one

: 18162-48-6
tert-butyldimethylsilyl chloride

: 129065-90-3
(3'S,1R,2S,3R,6S)-2-(3'-((tert-Butyldimethylsilyl)oxy)-3'-cyclohexylprop-1'-ynyl)-3-((tert-butyldimethylsilyl)oxy)bicyclo<4.2.0>octan-7-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 24 ℃; for 16h;
DOI:10.1021/jo00304a020

Reference yield:

: 129065-90-3
(3'S,1R,2S,3R,6S)-2-(3'-((tert-Butyldimethylsilyl)oxy)-3'-cyclohexylprop-1'-ynyl)-3-((tert-butyldimethylsilyl)oxy)bicyclo<4.2.0>octan-7-one

: 129065-93-6
(3'S,1R,2S,3R,6R)-2-(3'-((tert-Butyldimethylsilyl)oxy)-3'-cyclohexylprop-1'-ynyl)-3-((tert-butyldimethylsilyl)oxy)-6-fluorobicyclo<4.2.0>octan-7-one

Guidance literature:: With chloro-trimethyl-silane; xenon difluoride; pyridine hydrogenfluoride; lithium hexamethyldisilazane; Yield given. Multistep reaction; 1.)THF, -78 deg C, 15 min., 2.)CH₂Cl₂, 0 deg C, 2 h;
DOI:10.1021/jo00304a020

Reference yield:

: 129065-90-3
(3'S,1R,2S,3R,6S)-2-(3'-((tert-Butyldimethylsilyl)oxy)-3'-cyclohexylprop-1'-ynyl)-3-((tert-butyldimethylsilyl)oxy)bicyclo<4.2.0>octan-7-one

: 129065-99-2
(3'S,1S,2S,3R,6S)-2-(3'-((tert-Butyldimethylsilyl)oxy)-3'-cyclohexylprop-1'-ynyl)-3-((tert-butyldimethylsilyl)oxy)-6-methyl-8-exo-methylbicyclo<4.2.0>octan-7-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.)lithium hexamethyldisilazide (LiHMDS) / 1.)THF, -78 deg C, 30 min.; or with lithium diisopropylamide (LDA)

2: 1.)lithium hexamethyldisilazide (LiHMDS) / 1.)THF, -78 deg C, 30 min., 2.)HMPA, a.)-78 deg C, b.)r.t.

With lithium hexamethyldisilazane;
DOI:10.1021/jo00304a020