(1R,4aS,10aR)-1,4a-Dimethyl-7-triphenylsilanyloxy-1,2,3,4,4a,5,6,9,10,10a-decahydro-phenanthrene-1-carboxylic acid methyl ester

Base Information

• Chemical Name: (1R,4aS,10aR)-1,4a-Dimethyl-7-triphenylsilanyloxy-1,2,3,4,4a,5,6,9,10,10a-decahydro-phenanthrene-1-carboxylic acid methyl ester
• CAS No.: 185379-95-7
• Molecular Formula: C₃₆H₄₀O₃Si
• Molecular Weight: 548.797
• Mol file: 185379-95-7.mol

Synonyms:

Chemical Property of (1R,4aS,10aR)-1,4a-Dimethyl-7-triphenylsilanyloxy-1,2,3,4,4a,5,6,9,10,10a-decahydro-phenanthrene-1-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4aS,10aR)-1,4a-Dimethyl-7-triphenylsilanyloxy-1,2,3,4,4a,5,6,9,10,10a-decahydro-phenanthrene-1-carboxylic acid methyl ester

There total 3 articles about (1R,4aS,10aR)-1,4a-Dimethyl-7-triphenylsilanyloxy-1,2,3,4,4a,5,6,9,10,10a-decahydro-phenanthrene-1-carboxylic acid methyl ester 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: 70.0%

Triphenylsilyl chloride (76-86-8) + methyl 13-oxo-podocarp-8-en-18-oate (105405-29-6) → (1R,4aS,10aR)-1,4a-Dimethyl-7-triphenylsilanyloxy-1,2,3,4,4a,5,6,9,10,10a-decahydro-phenanthrene-1-carboxylic acid methyl ester (185379-95-7)

Guidance literature:

With lithium hexamethyldisilazane;

DOI:10.1016/0040-4039(96)01947-8

Reference yield:

abieta-8,13(15)-dien-18-oic acid (19402-33-6) → (1R,4aS,10aR)-1,4a-Dimethyl-7-triphenylsilanyloxy-1,2,3,4,4a,5,6,9,10,10a-decahydro-phenanthrene-1-carboxylic acid methyl ester (185379-95-7)

Guidance literature:

Multi-step reaction with 3 steps

1: O₃ from air, Sudan Red 7B-indicator / CH₂Cl₂ / -78 °C

2: Me₂S

3: 70 percent / LHMDS

With dimethylsulfide; ozone; lithium hexamethyldisilazane; solvent red 19; In dichloromethane;

DOI:10.1016/0040-4039(96)01947-8

Reference yield:

(1R,4aS,10aR)-7-Hydroperoxy-7-methoxy-1,4a-dimethyl-1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydro-phenanthrene-1-carboxylic acid methyl ester → (1R,4aS,10aR)-1,4a-Dimethyl-7-triphenylsilanyloxy-1,2,3,4,4a,5,6,9,10,10a-decahydro-phenanthrene-1-carboxylic acid methyl ester (185379-95-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Me₂S

2: 70 percent / LHMDS

With dimethylsulfide; lithium hexamethyldisilazane;

DOI:10.1016/0040-4039(96)01947-8

upstream raw materials:

Triphenylsilyl chloride

methyl 13-oxo-podocarp-8-en-18-oate

abieta-8,13⁽¹⁵⁾-dien-18-oic acid

Downstream raw materials:

(1R,4aS,4bR,10aR)-4b-(3,3-Diphenyl-allyl)-1,4a-dimethyl-7-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthrene-1-carboxylic acid methyl ester