(3R,5S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-10,10-diphenyl-dec-9-enoic acid phenylamide

Base Information

• Chemical Name: (3R,5S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-10,10-diphenyl-dec-9-enoic acid phenylamide
• CAS No.: 247146-15-2
• Molecular Formula: C₄₄H₅₇NO₅Si
• Molecular Weight: 708.026
• Mol file: 247146-15-2.mol

Synonyms:(3R,5S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-10,10-diphenyl-dec-9-enoic acid phenylamide

Chemical Property of (3R,5S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-10,10-diphenyl-dec-9-enoic acid phenylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,5S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-10,10-diphenyl-dec-9-enoic acid phenylamide

There total 12 articles about (3R,5S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-10,10-diphenyl-dec-9-enoic acid phenylamide 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: 75.0%

aniline hydrochloride (142-04-1,36663-09-9) + (4R,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[(S)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-5,5-diphenyl-pent-4-enyl]-tetrahydro-pyran-2-one (215876-07-6) → (3R,5S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-10,10-diphenyl-dec-9-enoic acid phenylamide (247146-15-2)

Guidance literature:

aniline hydrochloride; With trimethylaluminum; In dichloromethane; at 30 ℃;

(4R,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[(S)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-5,5-diphenyl-pent-4-enyl]-tetrahydro-pyran-2-one; In dichloromethane; at 0 ℃;

DOI:10.1021/ja990860j

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → (3R,5S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-10,10-diphenyl-dec-9-enoic acid phenylamide (247146-15-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 64 percent / 2,6-lutidine / CH₂Cl₂ / -10 °C

2.1: Me₃Al / CH₂Cl₂ / 30 °C

2.2: 75 percent / CH₂Cl₂ / 0 °C

With 2,6-dimethylpyridine; trimethylaluminum; In dichloromethane; 1.1: silylation / 2.1: trimethylalumination / 2.2: Ring cleavage;

DOI:10.1021/ja990860j

Reference yield:

(4R,6R)-4-Hydroxy-6-[(S)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-5,5-diphenyl-pent-4-enyl]-tetrahydro-pyran-2-one (247146-39-0) → (3R,5S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-10,10-diphenyl-dec-9-enoic acid phenylamide (247146-15-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 64 percent / 2,6-lutidine / CH₂Cl₂ / -10 °C

2.1: Me₃Al / CH₂Cl₂ / 30 °C

2.2: 75 percent / CH₂Cl₂ / 0 °C

With 2,6-dimethylpyridine; trimethylaluminum; In dichloromethane; 1.1: silylation / 2.1: trimethylalumination / 2.2: Ring cleavage;

DOI:10.1021/ja990860j

upstream raw materials:

aniline hydrochloride

(4R,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[(S)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-5,5-diphenyl-pent-4-enyl]-tetrahydro-pyran-2-one

2,2-dimethyl-4,4-diphenyl-but-3-enal

t-butyldimethylsiyl triflate

Downstream raw materials:

(R)-4-[(2S,4S,6R)-6-Benzenesulfonyl-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-N-phenyl-butyramide

(R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-[(2S,4S,6R)-4-(4-methoxy-benzyloxy)-5,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-N-phenyl-butyramide

C₇₁H₁₁₅NO₁₂Si₃

C₇₇H₁₂₉NO₁₂Si₄