(4S,5R,6S)-7-Benzenesulfonyl-6-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hept-1-en-4-ol

Base Information

Chemical Name:(4S,5R,6S)-7-Benzenesulfonyl-6-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hept-1-en-4-ol
CAS No.:179927-54-9
Molecular Formula:C₃₀H₃₈O₄SSi
Molecular Weight:522.781
Hs Code.:

Synonyms:(4S,5R,6S)-7-Benzenesulfonyl-6-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hept-1-en-4-ol

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Chemical Property of (4S,5R,6S)-7-Benzenesulfonyl-6-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hept-1-en-4-ol

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Technology Process of (4S,5R,6S)-7-Benzenesulfonyl-6-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hept-1-en-4-ol

There total 6 articles about (4S,5R,6S)-7-Benzenesulfonyl-6-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hept-1-en-4-ol 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: 73.0%

: 179927-53-8
(5S,6S)-7-Benzenesulfonyl-6-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hept-1-en-4-one

: 180061-46-5
(4R,5R,6S)-7-Benzenesulfonyl-6-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hept-1-en-4-ol

: 179927-54-9
(4S,5R,6S)-7-Benzenesulfonyl-6-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hept-1-en-4-ol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at -78 ℃; for 0.5h;
DOI:10.1016/0040-4020(96)00383-3

Reference yield:

: 112138-02-0
(3S,4S)-4-hydroxy-3-methyldihydrofuran-2(3H)-one

: 179927-54-9
(4S,5R,6S)-7-Benzenesulfonyl-6-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hept-1-en-4-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / imidazole / dimethylformamide / 27 h / Ambient temperature

2: 1.) Me₃Al / 1.) CH₂Cl₂, hexane, RT, 30 min, 2.) CH₂Cl₂, hexane, RT, 12 h

3: Bu₃P, pyridine / 15 h / Ambient temperature

4: 95 percent / m-chloroperoxybenzoic acid, NaHCO₃ / CH₂Cl₂ / 1.5 h / 0 °C

5: 98 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C

6: 73 percent / 1.0 M LiAlH₄ / diethyl ether / 0.5 h / -78 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; tributylphosphine; trimethylaluminum; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00383-3

Reference yield:

: 179927-45-8
(3S,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-dihydro-furan-2-one

: 179927-54-9
(4S,5R,6S)-7-Benzenesulfonyl-6-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hept-1-en-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Me₃Al / 1.) CH₂Cl₂, hexane, RT, 30 min, 2.) CH₂Cl₂, hexane, RT, 12 h

2: Bu₃P, pyridine / 15 h / Ambient temperature

3: 95 percent / m-chloroperoxybenzoic acid, NaHCO₃ / CH₂Cl₂ / 1.5 h / 0 °C

4: 98 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C

5: 73 percent / 1.0 M LiAlH₄ / diethyl ether / 0.5 h / -78 °C

With pyridine; lithium aluminium tetrahydride; tributylphosphine; trimethylaluminum; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/0040-4020(96)00383-3