(1S,2S,9R,10R)-9-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-1,2-dihydroxy-12,15,15-trimethyl-10-phenylsulfanyl-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,11-diene-4,13-dione

Base Information

• Chemical Name: (1S,2S,9R,10R)-9-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-1,2-dihydroxy-12,15,15-trimethyl-10-phenylsulfanyl-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,11-diene-4,13-dione
• CAS No.: 219740-40-6
• Molecular Formula: C₃₂H₄₆O₆SSi
• Molecular Weight: 586.865

Synonyms:

Chemical Property of (1S,2S,9R,10R)-9-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-1,2-dihydroxy-12,15,15-trimethyl-10-phenylsulfanyl-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,11-diene-4,13-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,9R,10R)-9-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-1,2-dihydroxy-12,15,15-trimethyl-10-phenylsulfanyl-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,11-diene-4,13-dione

There total 4 articles about (1S,2S,9R,10R)-9-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-1,2-dihydroxy-12,15,15-trimethyl-10-phenylsulfanyl-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,11-diene-4,13-dione 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:

(S)-1-Hydroxy-4,6,6-trimethyl-5-[1-phenylsulfanyl-meth-(E)-ylidene]-3-triisopropylsilanyloxy-cyclohex-3-enecarbaldehyde (162084-46-0) → (1S,2S,9R,10R)-9-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-1,2-dihydroxy-12,15,15-trimethyl-10-phenylsulfanyl-tricyclo[9.3.1.03,8]pentadeca-3(8),11-diene-4,13-dione (219740-40-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) tBuMgCl

2: Et₃N, H₂O

3: 1.) MeB(OH)2, 2.) TiCl₄, 3.) HF, KF

4: Et₃N

With potassium fluoride; dihydroxy-methyl-borane; hydrogen fluoride; tert-butylmagnesium chloride; water; titanium tetrachloride; triethylamine;

DOI:10.1016/S0960-894X(98)00540-X

Reference yield:

3-[1,3]Dioxolan-2-yl-2-((S)-hydroxy-{(S)-1-hydroxy-4,6,6-trimethyl-5-[1-phenylsulfanyl-meth-(E)-ylidene]-3-triisopropylsilanyloxy-cyclohex-3-enyl}-methyl)-cyclohex-2-enone (219740-36-0) → (1S,2S,9R,10R)-9-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-1,2-dihydroxy-12,15,15-trimethyl-10-phenylsulfanyl-tricyclo[9.3.1.03,8]pentadeca-3(8),11-diene-4,13-dione (219740-40-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) MeB(OH)2, 2.) TiCl₄, 3.) HF, KF

2: Et₃N

With potassium fluoride; dihydroxy-methyl-borane; hydrogen fluoride; titanium tetrachloride; triethylamine;

DOI:10.1016/S0960-894X(98)00540-X

Reference yield:

(S)-1-[(S)-(6-[1,3]Dioxolan-2-yl-2-triethylsilanyloxy-cyclohexa-1,5-dienyl)-hydroxy-methyl]-4,6,6-trimethyl-5-[1-phenylsulfanyl-meth-(E)-ylidene]-3-triisopropylsilanyloxy-cyclohex-3-enol (219739-99-8) → (1S,2S,9R,10R)-9-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-1,2-dihydroxy-12,15,15-trimethyl-10-phenylsulfanyl-tricyclo[9.3.1.03,8]pentadeca-3(8),11-diene-4,13-dione (219740-40-6)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N, H₂O

2: 1.) MeB(OH)2, 2.) TiCl₄, 3.) HF, KF

3: Et₃N

With potassium fluoride; dihydroxy-methyl-borane; hydrogen fluoride; water; titanium tetrachloride; triethylamine;

DOI:10.1016/S0960-894X(98)00540-X

upstream raw materials:

tert-butyldimethylsilyl chloride

(S)-1-Hydroxy-4,6,6-trimethyl-5-[1-phenylsulfanyl-meth-(E)-ylidene]-3-triisopropylsilanyloxy-cyclohex-3-enecarbaldehyde

3-[1,3]Dioxolan-2-yl-2-((S)-hydroxy-{(S)-1-hydroxy-4,6,6-trimethyl-5-[1-phenylsulfanyl-meth-(E)-ylidene]-3-triisopropylsilanyloxy-cyclohex-3-enyl}-methyl)-cyclohex-2-enone

(S)-1-[(S)-(6-[1,3]Dioxolan-2-yl-2-triethylsilanyloxy-cyclohexa-1,5-dienyl)-hydroxy-methyl]-4,6,6-trimethyl-5-[1-phenylsulfanyl-meth-(E)-ylidene]-3-triisopropylsilanyloxy-cyclohex-3-enol

Downstream raw materials:

C₃₃H₄₄O₇SSi

C₃₄H₅₀O₇SSi

Benzoic acid (1S,2S,4S,9R,10R,13S)-9-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-1,4,13-trihydroxy-4,12,15,15-tetramethyl-10-phenylsulfanyl-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,11-dien-2-yl ester

C₆₂H₈₃NO₁₀SSi₂

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