(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl laurate

Base Information

• Chemical Name: (2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl laurate
• CAS No.: 16255-46-2
• Molecular Formula: C₂₃H₃₄Cl₂N₂O₆
• Molecular Weight: 505.439
• Mol file: 16255-46-2.mol

Synonyms:(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl laurate

Chemical Property of (2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl laurate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl laurate

There total 6 articles about (2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl laurate 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: 91.0%

vinyl laurate (2146-71-6) + chloramphenicol (56-75-7,85666-84-8) → (2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl laurate (16255-46-2)

Guidance literature:

With Novozym 435; In acetonitrile; at 20 ℃; for 4h; regioselective reaction; Inert atmosphere; Enzymatic reaction;

DOI:10.1016/j.tet.2011.02.070

Reference yield:

chloramphenicol (56-75-7,85666-84-8) + 2,2,2-trifluoroethyl dodecanoate (70253-78-0) → (2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl laurate (16255-46-2)

Guidance literature:

In acetone; at 45 ℃; for 72h; Yield given;

DOI:10.1021/jo00295a025

Reference yield:

(1R,2R)-3-(acetyloxy)-2-[(dichloroacetyl)amino]-1-(4-nitrophenyl)propyl acetate (10318-17-9) → (2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl laurate (16255-46-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Novozym 435 / acetonitrile / 24 h / 20 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction

2: Novozym 435 / acetonitrile / 4 h / 20 °C / Inert atmosphere; Enzymatic reaction

With Novozym 435; In acetonitrile;

DOI:10.1016/j.tet.2011.02.070

upstream raw materials:

n-dodecanoyl chloride

[(1R,2R)-2-amino-1-(4-nitrophenyl)propane-1,3-diol] hydrochloride

chloramphenicol

2,2,2-trifluoroethyl dodecanoate