(1S,2R,3S/1R,2S,3R)-3-cyclohexyl-2-methyl-1-phenyl-1,3-propanediol

Base Information

• Chemical Name: (1S,2R,3S/1R,2S,3R)-3-cyclohexyl-2-methyl-1-phenyl-1,3-propanediol
• CAS No.: 106471-23-2
• Molecular Formula: C₁₆H₂₄O₂
• Molecular Weight: 248.365
• Mol file: 106471-23-2.mol

Synonyms:(1S,2R,3S/1R,2S,3R)-3-cyclohexyl-2-methyl-1-phenyl-1,3-propanediol

Chemical Property of (1S,2R,3S/1R,2S,3R)-3-cyclohexyl-2-methyl-1-phenyl-1,3-propanediol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,3S/1R,2S,3R)-3-cyclohexyl-2-methyl-1-phenyl-1,3-propanediol

There total 4 articles about (1S,2R,3S/1R,2S,3R)-3-cyclohexyl-2-methyl-1-phenyl-1,3-propanediol 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: 71.0%

(2R*,3S*)-3-Cyclohexyl-3-hydroxy-2-methyl-1-phenylpropan-1-one → (1S,2R,3S/1R,2S,3R)-3-cyclohexyl-2-methyl-1-phenyl-1,3-propanediol (106471-23-2)

Guidance literature:

(2R*,3S*)-3-Cyclohexyl-3-hydroxy-2-methyl-1-phenylpropan-1-one; With diethyl methoxy borane;

With sodium tetrahydroborate;

DOI:10.1016/S0040-4039(99)01840-7

Reference yield: 63.0%

3-Cyclohexyl-3-hydroxy-2-methyl-1-phenylpropan-1-one (344349-02-6) → (1S,2R,3S/1R,2S,3R)-3-cyclohexyl-2-methyl-1-phenyl-1,3-propanediol (106471-23-2) + (2S*,3S*)-3-Cyclohexyl-3-hydroxy-2-methyl-1-phenylpropan-1-one

Guidance literature:

3-Cyclohexyl-3-hydroxy-2-methyl-1-phenylpropan-1-one; With diethyl methoxy borane; In tetrahydrofuran; methanol; at -78 ℃; for 0.5h;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at -78 ℃; for 16h; Further stages.;

DOI:10.1039/a909163g

Reference yield:

1-cyclohexyl-2-methyl-3-phenylpropane-1,3-dione (106471-19-6) → (1S,2S,3S/1R,2R,3R)-3-cyclohexyl-2-methyl-1-phenyl-1,3-propanediol (106565-26-8) + (1R,2R,3S/1S,2S,3R)-3-cyclohexyl-2-methyl-1-phenyl-1,3-propanediol (106565-24-6) + (1S,2R,3S/1R,2S,3R)-3-cyclohexyl-2-methyl-1-phenyl-1,3-propanediol (106471-23-2) + (1S,2R,3R/1R,2S,3S)-3-cyclohexyl-2-methyl-1-phenyl-1,3-propanediol (106565-25-7)

Guidance literature:

With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at -30 ℃; for 14h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00384a009

upstream raw materials:

1-cyclohexyl-2-methyl-3-phenylpropane-1,3-dione

3-Cyclohexyl-3-hydroxy-2-methyl-1-phenylpropan-1-one

cyclohexanecarbaldehyde