(R)-1-Cyclohexyl-propane-1,3-diol

Base Information

• Chemical Name: (R)-1-Cyclohexyl-propane-1,3-diol
• CAS No.: 132921-97-2
• Molecular Formula: C₉H₁₈O₂
• Molecular Weight: 158.241
• Mol file: 132921-97-2.mol

Synonyms:(R)-1-Cyclohexyl-propane-1,3-diol

Chemical Property of (R)-1-Cyclohexyl-propane-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-Cyclohexyl-propane-1,3-diol

There total 7 articles about (R)-1-Cyclohexyl-propane-1,3-diol 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: 79.0%

(R)-(E)-ethyl 5-cyclohexyl-5-hydroxypent-2-enoate (1303556-21-9) → (R)-1-Cyclohexyl-propane-1,3-diol (132921-97-2)

Guidance literature:

(R)-(E)-ethyl 5-cyclohexyl-5-hydroxypent-2-enoate; With ozone; In methanol; dichloromethane; at -78 ℃; for 3h;

With sodium tetrahydroborate; at -78 - 20 ℃;

DOI:10.1002/anie.201100646

Reference yield:

(S)-3-phenyl-1,3-propanediol (96854-34-1) → (R)-1-Cyclohexyl-propane-1,3-diol (132921-97-2) + (S)-1-cyclohexyl-1,3-propanediol (172376-40-8)

Guidance literature:

With hydrogen; Rh/Al₂O₃; In isopropyl alcohol; at 25 ℃; for 9h; under 2585.7 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo951403y

Reference yield:

(2S,3S)-2-Bromo-3-cyclohexyl-3-hydroxy-propionic acid tert-butyl ester (135981-00-9) → (R)-1-Cyclohexyl-propane-1,3-diol (132921-97-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / tri-n-butyltin hydride, AIBN / toluene / 0.5 h / Heating

2: LiAlH₄

With lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene;

DOI:10.1016/0040-4039(91)80631-F

upstream raw materials:

(-)-(2S,3S)-2,3-epoxy-3-cyclohexyl-1-propanol

(R)-3-Cyclohexyl-3-hydroxy-propionic acid tert-butyl ester

(S)-3-phenyl-1,3-propanediol

(2S,3S)-2-Bromo-3-cyclohexyl-3-hydroxy-propionic acid tert-butyl ester

Downstream raw materials:

(R)-3-(tert-butyldimethylsilyloxy)-1-cyclohexylpropan-1-ol