[(3R,3aR,6aR)-2-methyl-3-phenylhexahydro-3aH-cyclopenta[d]isoxazol-3a-yl]methanol

Base Information

• Chemical Name: [(3R,3aR,6aR)-2-methyl-3-phenylhexahydro-3aH-cyclopenta[d]isoxazol-3a-yl]methanol
• CAS No.: 474115-96-3
• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.31

Synonyms:[(3R,3aR,6aR)-2-methyl-3-phenylhexahydro-3aH-cyclopenta[d]isoxazol-3a-yl]methanol

Chemical Property of [(3R,3aR,6aR)-2-methyl-3-phenylhexahydro-3aH-cyclopenta[d]isoxazol-3a-yl]methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(3R,3aR,6aR)-2-methyl-3-phenylhexahydro-3aH-cyclopenta[d]isoxazol-3a-yl]methanol

There total 2 articles about [(3R,3aR,6aR)-2-methyl-3-phenylhexahydro-3aH-cyclopenta[d]isoxazol-3a-yl]methanol 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:

1-cyclopentene-1-carboxaldehyde (6140-65-4) + C-phenyl-N-methylnitrone (3376-23-6,7372-59-0,59862-60-1) → [(3S,3aS,6aS)-2-methyl-3-phenylhexahydro-3aH-cyclopenta[d]isoxazol-3a-yl]methanol + [(3S,3aR,6aR)-2-methyl-3-phenylhexahydro-3aH-cyclopenta[d]isoxazol-3a-yl]methanol + [(3R,3aR,6aR)-2-methyl-3-phenylhexahydro-3aH-cyclopenta[d]isoxazol-3a-yl]methanol (474115-96-3)

Guidance literature:

1-cyclopentene-1-carboxaldehyde; C-phenyl-N-methylnitrone; With (S)-2-(piperidin-1-ylmethyl)pyrrolidine dihydrochloride; In water; N,N-dimethyl-formamide; at 10 ℃; for 144h;

With sodium tetrahydroborate; In methanol; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(02)00231-8

Reference yield:

1-cyclopentene-1-carboxaldehyde (6140-65-4) + C-phenyl-N-methylnitrone (3376-23-6,7372-59-0,59862-60-1) → [(3R,3aR,6aR)-2-methyl-3-phenylhexahydro-3aH-cyclopenta[d]isoxazol-3a-yl]methanol (474115-96-3) + ((3S,3aS,6aS)-3-Cyclopent-1-enyl-2-methyl-hexahydro-cyclopenta[d]isoxazol-3a-yl)-methanol + [(3S,3aR,6aR)-3-(cyclopent-1-en-1-yl)-2-methylhexahydro-3aH-cyclopenta[d]isoxazol-3a-yl]methanol + [(3R,3aR,6aR)-3-(cyclopent-1-en-1-yl)-2-methylhexahydro-3aH-cyclopenta[d]isoxazol-3a-yl]methanol

Guidance literature:

1-cyclopentene-1-carboxaldehyde; C-phenyl-N-methylnitrone; With (S)-2-(piperidin-1-ylmethyl)pyrrolidine dihydrochloride; In water; N,N-dimethyl-formamide; at -10 ℃; for 120h;

With sodium tetrahydroborate; In methanol; Further byproducts given. Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(02)00231-8

Reference yield:

[(3R,3aR,6aR)-2-methyl-3-phenylhexahydro-3aH-cyclopenta[d]isoxazol-3a-yl]methanol (474115-96-3) → (1R,2R)-2-Hydroxymethyl-2-((R)-methylamino-phenyl-methyl)-cyclopentanol

Guidance literature:

With hydrogenchloride; hydrogen; palladium dihydroxide; In methanol; at 20 ℃;

DOI:10.1002/ejoc.200300172

upstream raw materials:

1-cyclopentene-1-carboxaldehyde

C-phenyl-N-methylnitrone

Downstream raw materials:

[(1R,2R)-2-acetoxy-1-{(R)-[acetyl(methyl)amino](phenyl)methyl}cyclopentyl]methyl acetate

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