Benzoic acid (1S,2S)-4-benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-3-enyl ester

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Chemical Name:Benzoic acid (1S,2S)-4-benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-3-enyl ester
CAS No.:171774-73-5
Molecular Formula:C₂₅H₃₂O₅SSi
Molecular Weight:472.678
Hs Code.:

Synonyms:Benzoic acid (1S,2S)-4-benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-3-enyl ester

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Chemical Property of Benzoic acid (1S,2S)-4-benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-3-enyl ester

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Technology Process of Benzoic acid (1S,2S)-4-benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-3-enyl ester

There total 6 articles about Benzoic acid (1S,2S)-4-benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-3-enyl 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 171774-72-4
4(S)-(benzoyloxy)-3(S)-hydroxy-1-(phenylsulfonyl)cyclohexene

: 171774-73-5
Benzoic acid (1S,2S)-4-benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-3-enyl ester

Guidance literature:: With pyridine; In N,N-dimethyl-formamide; at 0 ℃; for 6h;
DOI:10.1021/ja00143a007

Reference yield:

: 873-55-2
sodium benzenesulfonate

: 171774-73-5
Benzoic acid (1S,2S)-4-benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-3-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / (dba)3Pd₂*CHCl₃, 1,2-bis-1(S),2(R)-diaminocyclohexane, tetra-n-hexylammonium bromide / CH₂Cl₂; H₂O / 8 h

2: 95 percent / osmium tetroxide, N-methylmorpholine N-oxide monohydrate / CH₂Cl₂ / 1.4 h / 0 °C

3: 100 percent / toluene; CH₂Cl₂ / 3 h / 0 °C

4: 95 percent / triethylamine / CH₂Cl₂ / 6 h / Ambient temperature

5: 92 percent / pyridine / dimethylformamide / 6 h / 0 °C

With pyridine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; osmium(VIII) oxide; 1,2-bis[N-(2'-(diphenylphosphino)benzoyl)]-1(S),2(R)-diaminocyclohexane; tetrahexylammonium bromide; 4-methylmorpholine N-oxide; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00143a007

Reference yield:

: 77300-23-3,881832-47-9
cyclohex-(±)-(1R*,4S*)-2-ene-1,4-diyl dibenzoate

: 171774-73-5
Benzoic acid (1S,2S)-4-benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-3-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / (dba)3Pd₂*CHCl₃, 1,2-bis-1(S),2(R)-diaminocyclohexane, tetra-n-hexylammonium bromide / CH₂Cl₂; H₂O / 8 h

2: 95 percent / osmium tetroxide, N-methylmorpholine N-oxide monohydrate / CH₂Cl₂ / 1.4 h / 0 °C

3: 100 percent / toluene; CH₂Cl₂ / 3 h / 0 °C

4: 95 percent / triethylamine / CH₂Cl₂ / 6 h / Ambient temperature

5: 92 percent / pyridine / dimethylformamide / 6 h / 0 °C

With pyridine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; osmium(VIII) oxide; 1,2-bis[N-(2'-(diphenylphosphino)benzoyl)]-1(S),2(R)-diaminocyclohexane; tetrahexylammonium bromide; 4-methylmorpholine N-oxide; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00143a007