(3aR,5r,6aS)-3-hydroxy-7,7-(ethylidene acetal)bicyclo[3.3.0]octane

Base Information

• Chemical Name: (3aR,5r,6aS)-3-hydroxy-7,7-(ethylidene acetal)bicyclo[3.3.0]octane
• CAS No.: 51716-64-4
• Molecular Formula: C10H16O3
• Molecular Weight: 184.23
• Mol file: 51716-64-4.mol

Synonyms:(3aR,5r,6aS)-3-hydroxy-7,7-(ethylidene acetal)bicyclo[3.3.0]octane

Chemical Property of (3aR,5r,6aS)-3-hydroxy-7,7-(ethylidene acetal)bicyclo[3.3.0]octane

Chemical Property:

• PSA: 38.69000
• LogP: 0.91040

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3aR,5r,6aS)-3-hydroxy-7,7-(ethylidene acetal)bicyclo[3.3.0]octane

There total 3 articles about (3aR,5r,6aS)-3-hydroxy-7,7-(ethylidene acetal)bicyclo[3.3.0]octane 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%

(3aR,5r,6aS)-7,7-(ethylidene acetal)bicyclo[3.3.0]octane-3-benzoate (952023-32-4) → (3aR,5r,6aS)-3-hydroxy-7,7-(ethylidene acetal)bicyclo[3.3.0]octane (51716-64-4)

Guidance literature:

With methanol; potassium hydroxide; water; at 40 ℃; for 2h;

Reference yield:

(3aR,6aS)-7,7-(ethylidene acetal)bicyclo[3.3.0]octan-3-one (51716-62-2) → (3aR,5s,6aS)-3-hydroxy-7,7-(ethylidene acetal)bicyclo[3.3.0]octane (247940-38-1) + (3aR,5r,6aS)-3-hydroxy-7,7-(ethylidene acetal)bicyclo[3.3.0]octane (51716-64-4)

Guidance literature:

With sodium tetrahydroborate; at 20 ℃; optical yield given as %de; diastereoselective reaction;

DOI:10.1016/j.bmcl.2010.04.138

Reference yield:

→ (3aR,5r,6aS)-3-hydroxy-7,7-(ethylidene acetal)bicyclo[3.3.0]octane (51716-64-4)

Guidance literature:

Monoketon 8, LiAlH4;

DOI:10.1021/jo00930a010

upstream raw materials:

(3aR,5r,6aS)-7,7-(ethylidene acetal)bicyclo[3.3.0]octane-3-benzoate

(3aR,6aS)-7,7-(ethylidene acetal)bicyclo[3.3.0]octan-3-one

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