3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide

Base Information

• Chemical Name: 3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide
• CAS No.: 34104-15-9
• Molecular Formula: C16H18N2O5S
• Molecular Weight: 350.395
• European Community (EC) Number: 251-828-6
• DSSTox Substance ID: DTXSID30955650
• Nikkaji Number: J816.247F
• ChEMBL ID: CHEMBL1620587
• Mol file: 34104-15-9.mol

Synonyms:34104-15-9;3,3-Dimethyl-4,7-dioxo-6-[(2-phenylacetyl)amino]-4lambda4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide;CHEMBL1620587;DTXSID30955650;STK138107;AKOS000715201;AKOS022007831;NCGC00245425-01;[2S-(2alpha,5alpha,6beta)]-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid4-oxide;6-[(1-Hydroxy-2-phenylethylidene)amino]-3,3-dimethyl-4,7-dioxo-4lambda~4~-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Chemical Property of 3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide

Chemical Property:

• Vapor Pressure: 1.84E-24mmHg at 25°C
• Boiling Point: 762.8°Cat760mmHg
• Flash Point: 415.1°C
• PSA: 122.99000
• Density: 1.51g/cm³
• LogP: 1.07080
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 350.09364285
• Heavy Atom Count: 24
• Complexity: 599

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(N2C(S1=O)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C

Technology Process of 3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide

There total 4 articles about 3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide 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:

→ 1ξ-oxo-6β-(2-phenyl-acetylamino)-1λ4-penicillanic acid (4052-54-4,34104-15-9,41399-39-7,52248-38-1,54773-98-7,72402-09-6)

Guidance literature:

Reference yield:

1β-oxo-6β-(2-phenyl-acetylamino)-1λ4-penicillanic acid trimethylhydrazide (54359-79-4) → penicillin G 1-oxide (34104-15-9)

Guidance literature:

With acetic acid; In acetonitrile;

Reference yield:

Penicillin G sodium (69-57-8) → penicillin G 1-oxide (34104-15-9)

Guidance literature:

With sodium periodate; In water;

DOI:10.1039/j39710003540

upstream raw materials:

1β-oxo-6β-(2-phenyl-acetylamino)-1λ⁴-penicillanic acid trimethylhydrazide

Penicillin G sodium

O-ethyl-carbonic 1β-oxo-6β-(2-phenyl-acetylamino)-1λ⁴-penicillanic anhydride

Downstream raw materials:

(2S,6R)-3,3-Dimethyl-4,7-dioxo-6-phenylacetylamino-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid phenylacetoxymethyl ester

(R)-3-Methyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid phenylacetoxymethyl ester

(R)-3-Methoxy-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid phenylacetoxymethyl ester

methyl 6β-(phenylacetamido)penicillanate 1β-oxide