(3aR,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2-ol

Base Information

Chemical Name:(3aR,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2-ol
CAS No.:1240483-22-0
Molecular Formula:C₃₀H₅₄O₄Si₂
Molecular Weight:534.927
Hs Code.:

Synonyms:(3aR,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2-ol

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Chemical Property of (3aR,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2-ol

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Technology Process of (3aR,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2-ol

There total 10 articles about (3aR,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)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: 100.0%

: 1240483-21-9
(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((R)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2-one

: 1240483-22-0
(3aR,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2-ol

Guidance literature:: (3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((R)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2-one; With diisobutylaluminium hydride; In hexane; dichloromethane; at -30 ℃; for 0.5h; Inert atmosphere;

With rochelle salt; In hexane; dichloromethane; at -30 ℃;

Reference yield:

: (3aR,4R,5R,6aS)-4-((E)-3-hydroxy-5-phenylpent-1-enyl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl biphenyl-4-carboxylate

: 1240483-22-0
(3aR,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate; methanol / 15 h / 20 °C

1.2: 4 h / 20 - 31 °C

1.3: 4 h / 20 °C / pH ~ 1

2.1: 1H-imidazole / dmap / N,N-dimethyl-formamide / 15 h / 20 °C

3.1: hydrogen / 10 % platinum on carbon / 15 h / 20 °C / 2068.65 Torr / pressure tube

4.1: water; methanol / 0 - 20 °C / Resolution of diastereomers

5.1: diisobutylaluminium hydride / toluene / -40 °C / Inert atmosphere

5.2: 20 °C

With 1H-imidazole; methanol; hydrogen; diisobutylaluminium hydride; potassium carbonate; dmap; 10 % platinum on carbon; In methanol; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: (3aR,4R,5R,6aS)-5-hydroxy-4-((E)-3-hydroxy-5-phenylpent-1-enyl)hexahydro-2H-cyclopenta[b]furan-2-one

: 1240483-22-0
(3aR,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / dmap / N,N-dimethyl-formamide / 15 h / 20 °C

2.1: hydrogen / 10 % platinum on carbon / 15 h / 20 °C / 2068.65 Torr / pressure tube

3.1: water; methanol / 0 - 20 °C / Resolution of diastereomers

4.1: diisobutylaluminium hydride / toluene / -40 °C / Inert atmosphere

4.2: 20 °C

With 1H-imidazole; hydrogen; diisobutylaluminium hydride; dmap; 10 % platinum on carbon; In methanol; water; N,N-dimethyl-formamide; toluene;