(1R,2R)-trans-cyclohexanediol bis-p-dimethylaminohydrocinnamate

Base Information

• Chemical Name: (1R,2R)-trans-cyclohexanediol bis-p-dimethylaminohydrocinnamate
• CAS No.: 139670-46-5
• Molecular Formula: C₂₈H₃₈N₂O₄
• Molecular Weight: 466.621
• Mol file: 139670-46-5.mol

Synonyms:

Chemical Property of (1R,2R)-trans-cyclohexanediol bis-p-dimethylaminohydrocinnamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-trans-cyclohexanediol bis-p-dimethylaminohydrocinnamate

There total 3 articles about (1R,2R)-trans-cyclohexanediol bis-p-dimethylaminohydrocinnamate 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:

2-(4-dimethylaminophenyl)ethyl tosylate (139670-57-8) → (1R,2R)-trans-cyclohexanediol bis-p-dimethylaminohydrocinnamate (139670-46-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 93.7 percent / dimethylsulfoxide / 1) 93 deg C, 1.5h, 2) 100 deg C, 1h

2: 43.3 percent / conc. H₂SO₄, H₂O / 0.5 h / Heating

3: 1) 1,1'-carbonyldiimidazole, 2) DBU, molecular sieves 4 Angstroem / 1) DMSO, 40 deg C, 10 min, 2) 80-100 deg C

With 4 A molecular sieve; sulfuric acid; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole; In dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)80716-X

Reference yield:

3-(4-(dimethylamino)phenyl)propanenitrile (139670-58-9) → (1R,2R)-trans-cyclohexanediol bis-p-dimethylaminohydrocinnamate (139670-46-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 43.3 percent / conc. H₂SO₄, H₂O / 0.5 h / Heating

2: 1) 1,1'-carbonyldiimidazole, 2) DBU, molecular sieves 4 Angstroem / 1) DMSO, 40 deg C, 10 min, 2) 80-100 deg C

With 4 A molecular sieve; sulfuric acid; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole;

DOI:10.1016/S0040-4020(01)80716-X

Reference yield:

(1R,2R)-trans-1,2-cyclohexanediol (1072-86-2,1460-57-7,1792-81-0,54383-22-1,57794-08-8,931-17-9) + 3-[4-(dimethylamino)phenyl]propanoic acid (73718-09-9) → (1R,2R)-trans-cyclohexanediol bis-p-dimethylaminohydrocinnamate (139670-46-5)

Guidance literature:

With 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole; Multistep reaction; 1) DMSO, 40 deg C, 10 min, 2) 80-100 deg C;

DOI:10.1016/S0040-4020(01)80716-X

upstream raw materials:

(1R,2R)-trans-1,2-cyclohexanediol

3-[4-(dimethylamino)phenyl]propanoic acid

3-(4-(dimethylamino)phenyl)propanenitrile

2-(4-dimethylaminophenyl)ethyl tosylate