(1R,2R)-2-[(dichloroacetyl)amino]-3-(lauroyloxy)-1-(4-nitrophenyl)propyl laurate

Base Information

• Chemical Name: (1R,2R)-2-[(dichloroacetyl)amino]-3-(lauroyloxy)-1-(4-nitrophenyl)propyl laurate
• CAS No.: 41658-74-6
• Molecular Formula: C₃₅H₅₆Cl₂N₂O₇
• Molecular Weight: 687.745
• Mol file: 41658-74-6.mol

Synonyms:(1R,2R)-2-[(dichloroacetyl)amino]-3-(lauroyloxy)-1-(4-nitrophenyl)propyl laurate

Chemical Property of (1R,2R)-2-[(dichloroacetyl)amino]-3-(lauroyloxy)-1-(4-nitrophenyl)propyl laurate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-2-[(dichloroacetyl)amino]-3-(lauroyloxy)-1-(4-nitrophenyl)propyl laurate

There total 2 articles about (1R,2R)-2-[(dichloroacetyl)amino]-3-(lauroyloxy)-1-(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: 93.0%

n-dodecanoyl chloride (112-16-3) + chloramphenicol (56-75-7,85666-84-8) → (1R,2R)-2-[(dichloroacetyl)amino]-3-(lauroyloxy)-1-(4-nitrophenyl)propyl laurate (41658-74-6)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tet.2011.02.070

Reference yield:

(1R,2R)-3-(acetyloxy)-2-[(dichloroacetyl)amino]-1-(4-nitrophenyl)propyl acetate (10318-17-9) → (1R,2R)-2-[(dichloroacetyl)amino]-3-(lauroyloxy)-1-(4-nitrophenyl)propyl laurate (41658-74-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: dmap; triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

With dmap; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1016/j.tet.2011.02.070

Reference yield: 4.0%

(1R,2R)-2-[(dichloroacetyl)amino]-3-(lauroyloxy)-1-(4-nitrophenyl)propyl laurate (41658-74-6) → (1R,2R)-2-[(dichloroacetyl)amino]-3-hydroxy-1-(4-nitrophenyl)propyl laurate (1304534-07-3)

Guidance literature:

With Novozym 435; In acetonitrile; at 20 ℃; for 24h; pH=7; regioselective reaction; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1016/j.tet.2011.02.070

upstream raw materials:

n-dodecanoyl chloride

chloramphenicol

(1R,2R)-3-(acetyloxy)-2-[(dichloroacetyl)amino]-1-(4-nitrophenyl)propyl acetate

Downstream raw materials:

(1R,2R)-2-[(dichloroacetyl)amino]-3-hydroxy-1-(4-nitrophenyl)propyl laurate