(3S,4R,5S,6R,7R,8R)-8-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one

Base Information

• Chemical Name: (3S,4R,5S,6R,7R,8R)-8-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one
• CAS No.: 114114-42-0
• Molecular Formula: C₅₅H₆₄O₅Si
• Molecular Weight: 833.196
• Mol file: 114114-42-0.mol

Synonyms:(3S,4R,5S,6R,7R,8R)-8-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one

Chemical Property of (3S,4R,5S,6R,7R,8R)-8-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R,5S,6R,7R,8R)-8-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one

There total 13 articles about (3S,4R,5S,6R,7R,8R)-8-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-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: 84.3%

1,1,1-Triphenyl-2-butanon (97991-01-0) + (2R,3S,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal (114114-41-9) → (3S,4R,5S,6R,7R,8R)-8-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one (114114-42-0)

Guidance literature:

With n-butyllithium; ammonium chloride; hexane, THF, -78 deg C;

DOI:10.1007/BF00953634

Reference yield:

tert-Butyl-[(1R,2R,3S,4R)-4-[1,3]dithian-2-yl-1-ethyl-3-(4-methoxy-benzyloxy)-2-methyl-pentyloxy]-diphenyl-silane (114114-40-8) → (3S,4R,5S,6R,7R,8R)-8-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one (114114-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / CdCO₃, HgCl₂ / H₂O; acetone / 6 h / Heating

2: 1.) 0.7 N n-BuLi/hexane / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h

With n-butyllithium; cadmium(II) carbonate; hexane; mercury dichloride; In water; acetone;

DOI:10.1016/S0040-4020(01)81090-5

Reference yield:

tert-butyldiphenylsilane (33729-92-9) → (3S,4R,5S,6R,7R,8R)-8-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one (114114-42-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) tritylium perchlorate, 2.) Et₃N / 1.) CH₂Cl₂, 0 deg C, 2.) CH₂Cl₂, room temp., 5 min.

2: 83 percent / CdCO₃, HgCl₂ / H₂O; acetone / 6 h / Heating

3: 1.) 0.7 N n-BuLi/hexane / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h

With n-butyllithium; cadmium(II) carbonate; hexane; triphenylmethyl perchlorate; triethylamine; mercury dichloride; In water; acetone;

DOI:10.1016/S0040-4020(01)81090-5

upstream raw materials:

1,1,1-Triphenyl-2-butanon

(2R,3S,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal

tert-butyldiphenylsilane

tert-Butyl-[(1R,2R,3S,4R)-4-[1,3]dithian-2-yl-1-ethyl-3-(4-methoxy-benzyloxy)-2-methyl-pentyloxy]-diphenyl-silane

Downstream raw materials:

(S)-3-[(4R,5R,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1,1,1-triphenyl-butan-2-one

(S)-3-[(2S,4R,5R,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1,1,1-triphenyl-butan-2-one

{(1R,2R)-2-[(4R,5R,6R)-6-[(S)-2-((R)-Benzenesulfinyl)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1-ethyl-propoxy}-tert-butyl-diphenyl-silane

{(1R,2R)-2-[(4R,5R,6R)-6-[(S)-2-((S)-Benzenesulfinyl)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1-ethyl-propoxy}-tert-butyl-diphenyl-silane