15-tert-butyldimethylsilyloxy-11-propionyl-bimatoprost

Base Information

• Chemical Name: 15-tert-butyldimethylsilyloxy-11-propionyl-bimatoprost
• CAS No.: 1393740-69-6
• Molecular Formula: C₃₄H₅₅NO₅Si
• Molecular Weight: 585.9
• Mol file: 1393740-69-6.mol

Synonyms:15-tert-butyldimethylsilyloxy-11-propionyl-bimatoprost

Chemical Property of 15-tert-butyldimethylsilyloxy-11-propionyl-bimatoprost

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 15-tert-butyldimethylsilyloxy-11-propionyl-bimatoprost

There total 3 articles about 15-tert-butyldimethylsilyloxy-11-propionyl-bimatoprost 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: 50.0%

(3aR,4R,5R,6aS)-4-[(3R)-(tert-butyldimethylsilyl)oxy-5-phenylpentyl]perhydrocyclopenta[b]furan-2,5-diol (1393740-68-5) + propionyl chloride (79-03-8) → 15-tert-butyldimethylsilyloxy-11-propionyl-bimatoprost (1393740-69-6)

Guidance literature:

With pyridine; at 0 - 4 ℃; for 16h;

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → 15-tert-butyldimethylsilyloxy-11-propionyl-bimatoprost (1393740-69-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: butylboronic acid / dichloromethane / 0.67 h / Reflux

1.2: 20 °C / Cooling with ice

2.1: pyridine / 16 h / 0 - 4 °C

With pyridine; butylboronic acid; In dichloromethane;

Reference yield:

bimatoprost (155206-00-1) → 15-tert-butyldimethylsilyloxy-11-propionyl-bimatoprost (1393740-69-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: butylboronic acid / dichloromethane / 0.67 h / Reflux

1.2: 20 °C / Cooling with ice

2.1: pyridine / 16 h / 0 - 4 °C

With pyridine; butylboronic acid; In dichloromethane;

upstream raw materials:

(3aR,4R,5R,6aS)-4-[(3R)-(tert-butyldimethylsilyl)oxy-5-phenylpentyl]perhydrocyclopenta[b]furan-2,5-diol

propionyl chloride

t-butyldimethylsiyl triflate

bimatoprost