Chloramphenicol 3-propionate

Base Information

Chemical Name:Chloramphenicol 3-propionate
CAS No.:33987-21-2
Molecular Formula:C14H16Cl2N2O6
Molecular Weight:379.197
Hs Code.:
DSSTox Substance ID:DTXSID50955571
Nikkaji Number:J2.956.642I
Wikidata:Q76006021
ChEMBL ID:CHEMBL4166851

Synonyms:Chloramphenicol 3-propionate;D-threo-1-p-Nitrophenyl-2-dichloroacetamido-1-hydroxy-3-propionyloxypropane [French];33987-21-2;Acetamide, 2,2-dichloro-N-(2-hydroxy-2-(4-nitrophenyl)-1-(1-oxopropoxy)methyl)ethyl)-, (R-(R*,R*));CHEMBL4166851;DTXSID50955571;LS-8887;D-threo-1-p-Nitrophenyl-2-dichloroacetamido-1-hydroxy-3-propionyloxypropane;2,2-Dichloro-N-[1-hydroxy-1-(4-nitrophenyl)-3-(propanoyloxy)propan-2-yl]ethanimidic acid;Propanoic acid (2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl ester

Suppliers and Price of Chloramphenicol 3-propionate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of Chloramphenicol 3-propionate

Chemical Property:

Vapor Pressure:6.21E-15mmHg at 25°C
Boiling Point:593.5°C at 760 mmHg
Flash Point:312.7°C
PSA：121.45000
Density:1.434g/cm³
LogP:2.78400
XLogP3:2.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:378.0385416
Heavy Atom Count:24
Complexity:449

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC(=O)OCC(C(C1=CC=C(C=C1)[N+](=O)[O-])O)NC(=O)C(Cl)Cl
Isomeric SMILES:CCC(=O)OC[C@H]([C@@H](C1=CC=C(C=C1)[N+](=O)[O-])O)NC(=O)C(Cl)Cl

Technology Process of Chloramphenicol 3-propionate

There total 3 articles about Chloramphenicol 3-propionate 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: 90.0%

: 105-38-4
vinyl propionate

: 56-75-7,85666-84-8
chloramphenicol

: 33987-21-2
(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl propionate

Guidance literature:: With immobilised Pseudomonas cepacia lipase PSL-C I; In 1,4-dioxane; at 30 ℃; for 6h; regioselective reaction; Inert atmosphere; Enzymatic reaction;
DOI:10.1016/j.tet.2011.02.070

Reference yield: 85.0%

: 56-75-7,85666-84-8
chloramphenicol

: 123-62-6
propionic acid anhydride

: 1304534-01-7
(1R,2R)-2-[(dichloroacetyl)amino]-1-(4-nitrophenyl)-3-(propanoyloxy)propyl propanoate

: 33987-21-2
(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl propionate

Guidance literature:: With pyridine; dmap; In dichloromethane; for 0.0833333h;
DOI:10.1021/acs.jnatprod.7b00903

Reference yield:

: 10318-17-9
(1R,2R)-3-(acetyloxy)-2-[(dichloroacetyl)amino]-1-(4-nitrophenyl)propyl acetate

: 33987-21-2
(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl propionate

Guidance literature:: Multi-step reaction with 2 steps

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

2: immobilised Pseudomonas cepacia lipase PSL-C I / 1,4-dioxane / 6 h / 30 °C / Inert atmosphere; Enzymatic reaction

With Novozym 435; immobilised Pseudomonas cepacia lipase PSL-C I; In 1,4-dioxane; acetonitrile;
DOI:10.1016/j.tet.2011.02.070