(2S,4R,6R)-2-{(3S,4S)-2-Benzenesulfonyl-3-[(1S,6S)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-4-methyl-hex-5-enyl}-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran

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Chemical Name:(2S,4R,6R)-2-{(3S,4S)-2-Benzenesulfonyl-3-[(1S,6S)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-4-methyl-hex-5-enyl}-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran
CAS No.:108712-55-6
Molecular Formula:C₄₇H₆₈O₆SSi₂
Molecular Weight:817.29
Hs Code.:

(2S,4R,6R)-2-{(3S,4S)-2-Benzenesulfonyl-3-[(1S,6S)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-4-methyl-hex-5-enyl}-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran

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Chemical Property of (2S,4R,6R)-2-{(3S,4S)-2-Benzenesulfonyl-3-[(1S,6S)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-4-methyl-hex-5-enyl}-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran

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Technology Process of (2S,4R,6R)-2-{(3S,4S)-2-Benzenesulfonyl-3-[(1S,6S)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-4-methyl-hex-5-enyl}-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran

There total 16 articles about (2S,4R,6R)-2-{(3S,4S)-2-Benzenesulfonyl-3-[(1S,6S)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-4-methyl-hex-5-enyl}-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran 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:

: 14204-24-1
N-(phenylthio)succinimide

: 108712-55-6
(2S,4R,6R)-2-{(3R,4R)-2-Benzenesulfonyl-3-[(1R,6R)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-4-methyl-hex-5-enyl}-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) tri-n-butylphosphine / 1.) benzene, 5 min, 2.) benzene, RT, 2 h

2: 95 percent / m-chloroperoxybenzoic acid / diethyl ether / 0.08 h / 0 °C

3: 1.) hexamethylphosphoramide, n-butyllithium / 1.) THF, hexane, 30 min, 2.) THF, hexane, RT, 6 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tributylphosphine; 3-chloro-benzenecarboperoxoic acid; In diethyl ether;
DOI:10.1021/jo00392a009

Reference yield:

: 14204-24-1
N-(phenylthio)succinimide

: 108712-55-6
(2S,4R,6R)-2-{(3S,4S)-2-Benzenesulfonyl-3-[(1S,6S)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-4-methyl-hex-5-enyl}-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) tri-n-butylphosphine / 1.) benzene, 5 min, 2.) benzene, RT, 2 h

2: 95 percent / m-chloroperoxybenzoic acid / diethyl ether / 0.08 h / 0 °C

3: 1.) hexamethylphosphoramide, n-butyllithium / 1.) THF, hexane, 30 min, 2.) THF, hexane, RT, 6 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tributylphosphine; 3-chloro-benzenecarboperoxoic acid; In diethyl ether;
DOI:10.1021/jo00392a009

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 108712-55-6
(2S,4R,6R)-2-{(3R,4R)-2-Benzenesulfonyl-3-[(1R,6R)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-4-methyl-hex-5-enyl}-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / Ambient temperature

2: 78 percent / methyllithium / diethyl ether / 0.5 h / 0 °C

3: 1.) tri-n-butylphosphine / 1.) benzene, 5 min, 2.) benzene, RT, 2 h

4: 95 percent / m-chloroperoxybenzoic acid / diethyl ether / 0.08 h / 0 °C

5: 1.) hexamethylphosphoramide, n-butyllithium / 1.) THF, hexane, 30 min, 2.) THF, hexane, RT, 6 h

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tributylphosphine; methyllithium; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane;
DOI:10.1021/jo00392a009