(6R-cis)-3-Methyl-8-oxo-7-(phenylacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

Base Information

Chemical Name:(6R-cis)-3-Methyl-8-oxo-7-(phenylacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
CAS No.:68244-05-3
Molecular Formula:C16H16N2O4S
Molecular Weight:332.38
Hs Code.:
European Community (EC) Number:269-483-5
DSSTox Substance ID:DTXSID90218410
Nikkaji Number:J289.098D
Wikidata:Q83095288
Mol file:68244-05-3.mol

Synonyms:68244-05-3;(6R-cis)-3-Methyl-8-oxo-7-(phenylacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid;EINECS 269-483-5;(6R-CIS)-3-METHYL-8-OXO-7-(PHENYLACETAMIDO)-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID;Oprea1_089321;SCHEMBL11186245;DTXSID90218410;(6R,6beta)-3-Methyl-8-oxo-7beta-[(phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Suppliers and Price of (6R-cis)-3-Methyl-8-oxo-7-(phenylacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

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 2 raw suppliers

Chemical Property of (6R-cis)-3-Methyl-8-oxo-7-(phenylacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

Chemical Property:

Vapor Pressure:5.08E-21mmHg at 25°C
Boiling Point:707.7°C at 760 mmHg
Flash Point:381.8°C
PSA：112.01000
Density:1.46g/cm³
LogP:1.31640
XLogP3:0.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:332.08307817
Heavy Atom Count:23
Complexity:568

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=C(N2C(C(C2=O)NC(=O)CC3=CC=CC=C3)SC1)C(=O)O
Isomeric SMILES:CC1=C(N2[C@@H]([C@H](C2=O)NC(=O)CC3=CC=CC=C3)SC1)C(=O)O

Technology Process of (6R-cis)-3-Methyl-8-oxo-7-(phenylacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

There total 2 articles about (6R-cis)-3-Methyl-8-oxo-7-(phenylacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid 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:

: 72368-43-5
(6R)-3-methyl-8-oxo-7c-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

: 68244-05-3
(6R)-3-methyl-8-oxo-7c-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: With hydrogenchloride; sodium bicarbonate; aluminium trichloride; In nitromethane; dichloromethane; ethyl acetate; methoxybenzene;

Reference yield:

: 72402-09-6
1β-oxo-6α-(2-phenyl-acetylamino)-1λ⁴-penicillanic acid

: 68244-05-3
(6R)-3-methyl-8-oxo-7c-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: With α-picoline; benzenesulfonamide; alpha-picoline hydrobromide; In 1,4-dioxane; dichloromethane; Heating;
DOI:10.7164/antibiotics.32.820

Reference yield:

: 68244-05-3
(6R)-3-methyl-8-oxo-7c-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: 72402-11-0
(6R)-3-methyl-5c,8-dioxo-7c-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: diethyl ether; CH₂Cl₂

2: MCPBA / CH₂Cl₂

With 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane;
DOI:10.7164/antibiotics.32.820