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

Base Information

• Chemical Name: 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
• CAS No.: 219740-36-0
• Molecular Formula: C₃₅H₅₂O₆SSi
• Molecular Weight: 628.946
• Mol file: 219740-36-0.mol

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 2 articles about 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 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-[(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) → 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)

Guidance literature:

With water; triethylamine; Yield given;

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

Reference yield:

(S)-1-Hydroxy-4,6,6-trimethyl-5-[1-phenylsulfanyl-meth-(E)-ylidene]-3-triisopropylsilanyloxy-cyclohex-3-enecarbaldehyde (162084-46-0) → 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)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) tBuMgCl

2: Et₃N, H₂O

With tert-butylmagnesium chloride; water; 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)-1,2-Dihydroxy-9-(2-hydroxy-ethoxy)-12,15,15-trimethyl-10-phenylsulfanyl-tricyclo[9.3.1.03,8]pentadeca-3(8),11-diene-4,13-dione

Guidance literature:

With potassium fluoride; dihydroxy-methyl-borane; hydrogen fluoride; titanium tetrachloride; Multistep reaction;

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

upstream raw materials:

(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

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

Downstream raw materials:

(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

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