3α-hydroxy-7-oxo-2β-benzyloxymethylbicyclo<3.3.0>octane (α-isomer)

Base Information

• Chemical Name: 3α-hydroxy-7-oxo-2β-benzyloxymethylbicyclo<3.3.0>octane (α-isomer)
• CAS No.: 73996-37-9
• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.333
• Mol file: 73996-37-9.mol

Synonyms:3α-hydroxy-7-oxo-2β-benzyloxymethylbicyclo<3.3.0>octane (α-isomer)

Chemical Property of 3α-hydroxy-7-oxo-2β-benzyloxymethylbicyclo<3.3.0>octane (α-isomer)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3α-hydroxy-7-oxo-2β-benzyloxymethylbicyclo<3.3.0>octane (α-isomer)

There total 18 articles about 3α-hydroxy-7-oxo-2β-benzyloxymethylbicyclo<3.3.0>octane (α-isomer) 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: 93.0%

3α-hydroxy-7-oxo-2β-benzyloxymethylbicyclo<3.3.0>octane tetrahydropyranyl ether (α-isomer) (73996-31-3) → 3α-hydroxy-7-oxo-2β-benzyloxymethylbicyclo<3.3.0>octane (α-isomer) (73996-37-9)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1016/0040-4020(81)80005-1

Reference yield: 89.0%

3α-hydroxy-4β-bromo-7-oxo-2β-benzyloxymethylbicyclo<3.3.0>octane (73996-36-8) → 3α-hydroxy-7-oxo-2β-benzyloxymethylbicyclo<3.3.0>octane (α-isomer) (73996-37-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 2h; Ambient temperature; Irradiation;

DOI:10.1016/0040-4020(81)80005-1

Reference yield: 83.0%

(1R,5S,6S,7R)-6-benzyloxymethyl-3,3-ethylenedioxy-7-tetrahydropyranyloxybicyclo<3.3.0>octane (105448-64-4) → 3α-hydroxy-7-oxo-2β-benzyloxymethylbicyclo<3.3.0>octane (α-isomer) (73996-37-9)

Guidance literature:

In tetrahydrofuran; water; acetic acid; at 45 ℃; for 5h;

DOI:10.1016/S0040-4020(01)87443-3

upstream raw materials:

3α-hydroxy-7-oxo-2β-benzyloxymethylbicyclo<3.3.0>octane tetrahydropyranyl ether (α-isomer)

3α-hydroxy-4β-bromo-7-oxo-2β-benzyloxymethylbicyclo<3.3.0>octane

(1R,5S,6S,7R)-6-benzyloxymethyl-3,3-ethylenedioxy-7-tetrahydropyranyloxybicyclo<3.3.0>octane

(1S,2R,3R,5R)-2-ethoxycarbonyl-7,7-ethylenedioxy-3-hydroxy-bicyclo<3.3.0>octane

Downstream raw materials:

carbacyclin

(5E)-6a-carbaprostaglandin I₂ methyl ester

(5E)-carba-PGI2

(5E,16R)-6α-carbaprostaglandin I₂ methyl ester