p-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate

Base Information

Chemical Name:p-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate
CAS No.:53994-83-5
Molecular Formula:C14H12 Cl N3 O5 S
Molecular Weight:369.785
Hs Code.:
European Community (EC) Number:258-910-0
UNII:NTE6XA63YE
DSSTox Substance ID:DTXSID401112593
Nikkaji Number:J279.555H
Wikidata:Q27285046
Mol file:53994-83-5.mol

Synonyms:53994-83-5;EINECS 258-910-0;p-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate;UNII-NTE6XA63YE;NTE6XA63YE;P-NITROBENZYL (6R-TRANS)-7-AMINO-3-CHLORO-8-OXO-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLATE;(4-nitrophenyl)methyl (6R,7R)-7-amino-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;(6R,7R)-4-Nitrobenzyl 7-amino-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;p-Nitrobenzyl (6R-trans)-7-amino-3-chloro-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate;4-nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate;SCHEMBL9307423;YLIOIMWNSIRKDG-ZWNOBZJWSA-N;DTXSID401112593;W-111082;Q27285046;p-nitrobenzyl 7beta-amino-3-chloro-3-cephem-4-carboxylate;4'-NITROBENZYL 7-AMINO-3-CHLORO-3-CEPHEM-4-CARBOXYLATE;7-AMINO-3-CHLORO-3-CEPHEM-4-CARBOXYLIC ACID 4'-NITROBENZYL ESTER;(6R)-7alpha-Amino-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (4-nitrophenyl)methyl ester;5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-AMINO-3-CHLORO-8-OXO-, (4-NITROPHENYL)METHYL ESTER, (6R,7R)-;5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-AMINO-3-CHLORO-8-OXO-, (4-NITROPHENYL)METHYL ESTER, (6R-TRANS)-;p-Nitrobenzyl(6r-trans)-7-amino-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Suppliers and Price of p-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate

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 8 raw suppliers

Chemical Property of p-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate

Chemical Property:

Vapor Pressure:4.13E-15mmHg at 25°C
Boiling Point:616.1°Cat760mmHg
Flash Point:326.4°C
PSA：143.75000
Density:1.64g/cm³
LogP:2.49220
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:4
Exact Mass:369.0186194
Heavy Atom Count:24
Complexity:600

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1C(=C(N2C(S1)C(C2=O)N)C(=O)OCC3=CC=C(C=C3)[N+](=O)[O-])Cl
Isomeric SMILES:C1C(=C(N2[C@H](S1)[C@@H](C2=O)N)C(=O)OCC3=CC=C(C=C3)[N+](=O)[O-])Cl

Technology Process of p-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate

There total 4 articles about p-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate 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:

: 53116-47-5
(6R)-3,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester

: 53994-83-5
(6R)-7t-amino-3-chloro-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: PCl₃ / dimethylformamide

2: PCl₅, Py / CH₂Cl₂

With pyridine; phosphorus pentachloride; phosphorus trichloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00238a017

Reference yield:

: 53483-68-4
(6R)-3-chloro-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

: 53994-83-5
(6R)-7t-amino-3-chloro-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: With pyridine; phosphorus pentachloride; In dichloromethane;
DOI:10.1021/ja00822a045 DOI:10.1021/jm00238a017

Reference yield:

: 53116-43-1
(6R)-7t-amino-3,8-dioxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester; hydrochloride

: 53994-83-5
(6R)-7t-amino-3-chloro-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: aq. NaHCO₃ / acetone

2: SOCl₂ / dimethylformamide

3: PCl₅, Py / CH₂Cl₂

With pyridine; thionyl chloride; phosphorus pentachloride; sodium hydrogencarbonate; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00822a045