(R)-4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-7-(tert-butyl-diphenyl-silanyloxy)-6-(1-ethoxy-ethoxy)-heptan-3-one

Base Information

Chemical Name:(R)-4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-7-(tert-butyl-diphenyl-silanyloxy)-6-(1-ethoxy-ethoxy)-heptan-3-one
CAS No.:115369-31-8
Molecular Formula:C₅₅H₆₈O₁₂SSi
Molecular Weight:981.289
Hs Code.:

(R)-4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-7-(tert-butyl-diphenyl-silanyloxy)-6-(1-ethoxy-ethoxy)-heptan-3-one

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Chemical Property of (R)-4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-7-(tert-butyl-diphenyl-silanyloxy)-6-(1-ethoxy-ethoxy)-heptan-3-one

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Technology Process of (R)-4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-7-(tert-butyl-diphenyl-silanyloxy)-6-(1-ethoxy-ethoxy)-heptan-3-one

There total 21 articles about (R)-4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-7-(tert-butyl-diphenyl-silanyloxy)-6-(1-ethoxy-ethoxy)-heptan-3-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:

: 115369-25-0
(R)-1-Benzyloxy-4-phenylsulfanyl-butan-2-ol

: 115369-31-8
(R)-4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-7-(tert-butyl-diphenyl-silanyloxy)-6-(1-ethoxy-ethoxy)-heptan-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: MCPBA / CH₂Cl₂ / 1 h / 0 °C

2: 40 percent / hydrogen / 25percent Pd/C / ethanol; acetic acid / 5 h / Ambient temperature

3: imidazole / dimethylformamide / 2 h / Ambient temperature

4: PPTS / CH₂Cl₂ / Ambient temperature

5: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min; 2.) THF, -78 deg C, 30 min.

6: 1.) DMSO, oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 15 min; 2.) CH₂Cl₂, -78 to 0 deg C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; hydrogen; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86916-7

Reference yield:

: 108-98-5
thiophenol

: 115369-31-8
(R)-4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-7-(tert-butyl-diphenyl-silanyloxy)-6-(1-ethoxy-ethoxy)-heptan-3-one

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) sodium hydride / 1.) THF, DMF, 2.) THF, DMF, RT, 1 h

2: MCPBA / CH₂Cl₂ / 1 h / 0 °C

3: 40 percent / hydrogen / 25percent Pd/C / ethanol; acetic acid / 5 h / Ambient temperature

4: imidazole / dimethylformamide / 2 h / Ambient temperature

5: PPTS / CH₂Cl₂ / Ambient temperature

6: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min; 2.) THF, -78 deg C, 30 min.

7: 1.) DMSO, oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 15 min; 2.) CH₂Cl₂, -78 to 0 deg C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86916-7

Reference yield:

: 115369-26-1
(R)-4-Benzenesulfonyl-1-benzyloxy-butan-2-ol

: 115369-31-8
(R)-4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-7-(tert-butyl-diphenyl-silanyloxy)-6-(1-ethoxy-ethoxy)-heptan-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: 40 percent / hydrogen / 25percent Pd/C / ethanol; acetic acid / 5 h / Ambient temperature

2: imidazole / dimethylformamide / 2 h / Ambient temperature

3: PPTS / CH₂Cl₂ / Ambient temperature

4: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min; 2.) THF, -78 deg C, 30 min.

5: 1.) DMSO, oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 15 min; 2.) CH₂Cl₂, -78 to 0 deg C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; hydrogen; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86916-7