(2R,3R)-1,2-dihydroxy-3-(2,2,2-trichloroethoxycarbonylamino)-3-phenylpropane

Base Information

• Chemical Name: (2R,3R)-1,2-dihydroxy-3-(2,2,2-trichloroethoxycarbonylamino)-3-phenylpropane
• CAS No.: 153704-80-4
• Molecular Formula: C₁₂H₁₄Cl₃NO₄
• Molecular Weight: 342.606
• Mol file: 153704-80-4.mol

Synonyms:(2R,3R)-1,2-dihydroxy-3-(2,2,2-trichloroethoxycarbonylamino)-3-phenylpropane

Chemical Property of (2R,3R)-1,2-dihydroxy-3-(2,2,2-trichloroethoxycarbonylamino)-3-phenylpropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-1,2-dihydroxy-3-(2,2,2-trichloroethoxycarbonylamino)-3-phenylpropane

There total 2 articles about (2R,3R)-1,2-dihydroxy-3-(2,2,2-trichloroethoxycarbonylamino)-3-phenylpropane 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: 99.0%

(1R,2R)-3-amino-3-phenyl-1,2-propanediol (153829-27-7) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → (2R,3R)-1,2-dihydroxy-3-(2,2,2-trichloroethoxycarbonylamino)-3-phenylpropane (153704-80-4)

Guidance literature:

With potassium hydrogencarbonate; In water; ethyl acetate; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88039-X

Reference yield:

(2R,3R)-3-azido-3-phenyl-propane-1,2diol (121745-57-1) → (2R,3R)-1,2-dihydroxy-3-(2,2,2-trichloroethoxycarbonylamino)-3-phenylpropane (153704-80-4)

Guidance literature:

Multi-step reaction with 2 steps

1: HCO₂NH₄ / 10 percent Pd-C / methanol / 2 h / Ambient temperature

2: 99 percent / KHCO₃ / ethyl acetate; H₂O / 1 h / Ambient temperature

With ammonium formate; potassium hydrogencarbonate; palladium on activated charcoal; In methanol; water; ethyl acetate;

DOI:10.1016/S0040-4020(01)88039-X

Reference yield: 94.0%

acetic anhydride (108-24-7) + (2R,3R)-1,2-dihydroxy-3-(2,2,2-trichloroethoxycarbonylamino)-3-phenylpropane (153704-80-4) → (2R,3R)-1,2-diacetoxy-3-(2,2,2-trichloroethoxycarbonylamino)-3-phenylpropane (146499-37-8)

Guidance literature:

With pyridine; In dichloromethane; for 19h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88039-X

upstream raw materials:

(1R,2R)-3-amino-3-phenyl-1,2-propanediol

2,2,2-Trichloroethyl chloroformate

(2R,3R)-3-azido-3-phenyl-propane-1,2diol

Downstream raw materials:

(2R,3R)-1,2-diacetoxy-3-(2,2,2-trichloroethoxycarbonylamino)-3-phenylpropane