(8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-(tert-butyldimethylsilyl)oxy-pentyl]-pregnane

Base Information

• Chemical Name: (8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-(tert-butyldimethylsilyl)oxy-pentyl]-pregnane
• CAS No.: 1166898-14-1
• Molecular Formula: C₃₀H₅₀O₃Si
• Molecular Weight: 486.811
• Mol file: 1166898-14-1.mol

Synonyms:(8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-(tert-butyldimethylsilyl)oxy-pentyl]-pregnane

Chemical Property of (8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-(tert-butyldimethylsilyl)oxy-pentyl]-pregnane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-(tert-butyldimethylsilyl)oxy-pentyl]-pregnane

There total 9 articles about (8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-(tert-butyldimethylsilyl)oxy-pentyl]-pregnane 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: 100.0%

(8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-hydroxy-pentyl]-pregnane (1166898-12-9) + t-butyldimethylsiyl triflate (69739-34-0) → (8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-(tert-butyldimethylsilyl)oxy-pentyl]-pregnane (1166898-14-1)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -20 - 0 ℃; for 1h;

Reference yield:

(20R)-des-A,B-8β-(benzoyloxy)-23,24-dinorcholan-22-al (115527-12-3) → (8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-(tert-butyldimethylsilyl)oxy-pentyl]-pregnane (1166898-14-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -20 °C

1.2: 22 h / -20 - 20 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol

3.1: 2,6-dimethylpyridine / dichloromethane / -20 - 0 °C

With 2,6-dimethylpyridine; n-butyllithium; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; dichloromethane; 1.1: Wittig reaction / 1.2: Wittig reaction;

DOI:10.1021/jm1010447

Reference yield:

(8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-hydroxy-pent-(1'E)-en-yl]-pregnane (1166898-09-4) → (8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-(tert-butyldimethylsilyl)oxy-pentyl]-pregnane (1166898-14-1)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol

2: 2,6-dimethylpyridine / dichloromethane / -20 - 0 °C

With 2,6-dimethylpyridine; palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane;

DOI:10.1021/jm1010447

upstream raw materials:

(8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-hydroxy-pentyl]-pregnane

t-butyldimethylsiyl triflate

(8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-hydroxy-pent-(1'E)-en-yl]-pregnane

(20R)-des-A,B-8β-(benzoyloxy)-23,24-dinorcholan-22-al