(3aR,4R,5R,6aS)-4-[3R-(t-butyldimethylsiloxy)-5-phenyl-1E-pentenyl]-5-hydroxy-hexahydro-2H-cyclopenta[b]furan-2-ol

Base Information

• Chemical Name: (3aR,4R,5R,6aS)-4-[3R-(t-butyldimethylsiloxy)-5-phenyl-1E-pentenyl]-5-hydroxy-hexahydro-2H-cyclopenta[b]furan-2-ol
• CAS No.: 1163135-90-7
• Molecular Formula: C₂₄H₃₈O₄Si
• Molecular Weight: 418.649
• Mol file: 1163135-90-7.mol

Synonyms:(3aR,4R,5R,6aS)-4-[3R-(t-butyldimethylsiloxy)-5-phenyl-1E-pentenyl]-5-hydroxy-hexahydro-2H-cyclopenta[b]furan-2-ol

Chemical Property of (3aR,4R,5R,6aS)-4-[3R-(t-butyldimethylsiloxy)-5-phenyl-1E-pentenyl]-5-hydroxy-hexahydro-2H-cyclopenta[b]furan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,4R,5R,6aS)-4-[3R-(t-butyldimethylsiloxy)-5-phenyl-1E-pentenyl]-5-hydroxy-hexahydro-2H-cyclopenta[b]furan-2-ol

There total 1 articles about (3aR,4R,5R,6aS)-4-[3R-(t-butyldimethylsiloxy)-5-phenyl-1E-pentenyl]-5-hydroxy-hexahydro-2H-cyclopenta[b]furan-2-ol 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: 99.0%

(3aR,4R,5R,6aS)-4-[3S-(t-butyldimethylsiloxy)-5-phenyl-1E-pentenyl]-5-(4-phenylbenzoyloxy)-hexahydro-2H-cyclopenta[b]furan-2-one (865087-09-8) → (3aR,4R,5R,6aS)-4-[3R-(t-butyldimethylsiloxy)-5-phenyl-1E-pentenyl]-5-hydroxy-hexahydro-2H-cyclopenta[b]furan-2-ol (1163135-90-7)

Guidance literature:

(3aR,4R,5R,6aS)-4-[3S-(t-butyldimethylsiloxy)-5-phenyl-1E-pentenyl]-5-(4-phenylbenzoyloxy)-hexahydro-2H-cyclopenta[b]furan-2-one; With diisobutylaluminium hydride; In toluene; at -25 - -20 ℃; for 1h;

With citric acid; In water; toluene; at 20 ℃; for 1h;

Reference yield: 65.0%

(3aR,4R,5R,6aS)-4-[3R-(t-butyldimethylsiloxy)-5-phenyl-1E-pentenyl]-5-hydroxy-hexahydro-2H-cyclopenta[b]furan-2-ol (1163135-90-7) → (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R,E)-3-hydroxy-5-phenylpent-1-en-1-yl)cyclopentyl)hept-5-enoic acid (41639-71-8)

Guidance literature:

(3aR,4R,5R,6aS)-4-[3R-(t-butyldimethylsiloxy)-5-phenyl-1E-pentenyl]-5-hydroxy-hexahydro-2H-cyclopenta[b]furan-2-ol; With potassium tert-butylate; (4-carboxybutyl)triphenylphosphonium bromide; In tetrahydrofuran; at -5 - 0 ℃; for 10.5h;

With water; citric acid; In tetrahydrofuran; pH=7.5 - 8.0;

With hydrogenchloride; sodium hydroxide; citric acid; more than 3 stages;

upstream raw materials:

(3aR,4R,5R,6aS)-4-[3S-(t-butyldimethylsiloxy)-5-phenyl-1E-pentenyl]-5-(4-phenylbenzoyloxy)-hexahydro-2H-cyclopenta[b]furan-2-one

Downstream raw materials:

(Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R,E)-3-hydroxy-5-phenylpent-1-en-1-yl)cyclopentyl)hept-5-enoic acid