(4R,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6-dimethyl-7-oxo-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Base Information

• Chemical Name: (4R,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6-dimethyl-7-oxo-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
• CAS No.: 253192-56-2
• Molecular Formula: C₃₁H₅₂O₄Si
• Molecular Weight: 516.837
• Mol file: 253192-56-2.mol

Synonyms:(4R,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6-dimethyl-7-oxo-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Chemical Property of (4R,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6-dimethyl-7-oxo-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6-dimethyl-7-oxo-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

There total 3 articles about (4R,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6-dimethyl-7-oxo-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl 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: 86.0%

(Z)-(4R,5R,6R)-5-((tert-butyldimethylsilyl)oxy)-4,6-dimethyl-7-oxo-hept-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester (217026-01-2) → (4R,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6-dimethyl-7-oxo-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (253192-56-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; at 25 ℃; under 760 Torr;

DOI:10.1080/10426509908546208

Reference yield:

meso-(2R,3r,4S)-3-((tert-butyldimethylsilyl)oxy)-2,4-dimethylpentanedial → (4R,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6-dimethyl-7-oxo-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (253192-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / KHMDS; 18-crown-6 / 6.25 h / -85 °C

2: 86 percent / H₂ / Pd/C / 25 °C / 760 Torr

With 18-crown-6 ether; hydrogen; potassium hexamethylsilazane; palladium on activated charcoal; 1: Horner-Wadsworth-Emmons condensation / 2: Catalytic hydrogenation;

DOI:10.1080/10426509908546208

Reference yield:

[bis(2,2,2-trifluoroethoxy)phosphoryl]acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester (155795-46-3) → (4R,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6-dimethyl-7-oxo-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (253192-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / KHMDS; 18-crown-6 / 6.25 h / -85 °C

2: 86 percent / H₂ / Pd/C / 25 °C / 760 Torr

With 18-crown-6 ether; hydrogen; potassium hexamethylsilazane; palladium on activated charcoal; 1: Horner-Wadsworth-Emmons condensation / 2: Catalytic hydrogenation;

DOI:10.1080/10426509908546208

upstream raw materials:

(Z)-(4R,5R,6R)-5-((tert-butyldimethylsilyl)oxy)-4,6-dimethyl-7-oxo-hept-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester

[bis(2,2,2-trifluoroethoxy)phosphoryl]acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester