Einecs 262-423-9

Base Information

• Chemical Name: Einecs 262-423-9
• CAS No.: 60771-27-9
• Molecular Formula: C23H21N3O8S
• Molecular Weight: 499.501
• European Community (EC) Number: 262-423-9
• DSSTox Substance ID: DTXSID90976245
• Mol file: 60771-27-9.mol

Synonyms:60771-27-9;(4-Nitrophenyl)methyl 3-methylidene-5,8-dioxo-7-[(2-phenoxyacetyl)amino]-5lambda4-thia-1-azabicyclo[4.2.0]octane-2-carboxylate;4-Nitrobenzyl [2R-(2alpha,5beta,6alpha,7beta)]-3-methylene-8-oxo-7-(phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate 5-oxide;EINECS 262-423-9;(4-Nitrophenyl)methyl (2R,6R,7R)-3-methylidene-5,8-dioxo-7-[(2-phenoxyacetyl)amino]-5lambda4-thia-1-azabicyclo[4.2.0]octane-2-carboxylate;Oprea1_078903;DTXSID90976245;STK384444;AKOS000715170;4-Nitrobenzyl (2R-(2alpha,5beta,6alpha,7beta))-3-methylene-8-oxo-7-(phenoxyacetamido)-5-thia-1-azabicyclo(4.2.0)octane-2-carboxylate5-oxide;AE-641/40197999;4-nitrobenzyl 3-methylidene-8-oxo-7-[(phenoxyacetyl)amino]-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate 5-oxide;N-(3-Methylidene-2-{[(4-nitrophenyl)methoxy]carbonyl}-5,8-dioxo-5lambda~4~-thia-1-azabicyclo[4.2.0]octan-7-yl)-2-phenoxyethanimidic acid

Chemical Property of Einecs 262-423-9

Chemical Property:

• Boiling Point: 854oC at 760 mmHg
• Flash Point: 470.3oC
• PSA: 167.04000
• Density: 1.52g/cm3
• LogP: 2.77490
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 8
• Exact Mass: 499.10493581
• Heavy Atom Count: 35
• Complexity: 892

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CS(=O)C2C(C(=O)N2C1C(=O)OCC3=CC=C(C=C3)[N+](=O)[O-])NC(=O)COC4=CC=CC=C4

Technology Process of Einecs 262-423-9

There total 8 articles about Einecs 262-423-9 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:

(2R)-4-nitrobenzyl 2-[(2R,3R)-2-(tert-butylcarbonyloxy)sulfinyl-4-oxo-3-phenoxyacetamido-1-azetidinyl]-3-methyl-3-butenoate → (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide (69308-55-0) + (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide (60771-27-9)

Guidance literature:

With ytterbium(III) triflate; In nitromethane; at 20 ℃; for 23h;

DOI:10.1016/S0040-4020(02)00982-1

Reference yield:

(R)-2-[(2R,3R)-2-Chlorosulfinyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-but-3-enoic acid 4-nitro-benzyl ester (61375-83-5) → (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide (69308-55-0) + (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide (60771-27-9)

Guidance literature:

With sodium pivalate; ytterbium(III) triflate; In toluene; at 20 ℃; for 40h;

DOI:10.1016/S0040-4020(02)00982-1

Reference yield:

(6R)-3t-bromo-3c-methyl-5t,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid 4-nitro-benzyl ester (69265-53-8) → (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide (60771-27-9)

Guidance literature:

With mercury(I) perchlorate; In 1,2-dimethoxyethane;

DOI:10.1016/S0040-4039(01)94897-X

upstream raw materials:

(6R)-3t-bromo-3c-methyl-5t,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid 4-nitro-benzyl ester

(R)-2-[(2R,3R)-2-Chlorosulfinyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-but-3-enoic acid 4-nitro-benzyl ester

(6R)-3t-bromo-3c-methyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid 4-nitro-benzyl ester

Downstream raw materials:

(2R,6R,7R)-7-Amino-3-methylene-8-oxo-5-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 4-nitro-benzyl ester; hydrochloride

(2R,6R,7R)-1-aza-3-methylene-7-<5R-5-p-nitrobenzyloxycarbonylamino-5-p-nitrobenzyloxycarbonylpentaamido>-8-oxo-5-thia-bicyclo<4.2.0>octane-2-carboxylic acid p-nitrobenzyl ester

p-Nitrobenzyl 7-(phenoxyacetamido)-3-methylenecepham-4-carboxylate

(6R)-3-methylene-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid 4-nitro-benzyl ester

Refernces