[2S-(2alpha,4alpha,5alpha,6beta)]-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide

Base Information

• Chemical Name: [2S-(2alpha,4alpha,5alpha,6beta)]-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide
• CAS No.: 52248-38-1
• Molecular Formula: C₁₆H₁₈N₂O₅S
• Molecular Weight: 350.395
• Mol file: 52248-38-1.mol

Synonyms:4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2S,5R,6R)-, 4-oxide, (4R)-(9CI); 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2S,5R,6R)-, 4-oxide, (4a)-; Benzylpenicillin R-sulfoxide

Chemical Property of [2S-(2alpha,4alpha,5alpha,6beta)]-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide

Chemical Property:

• Boiling Point: 762.8°Cat760mmHg
• Flash Point: 415.1°C
• PSA: 126.48000
• Density: 1.51g/cm³
• LogP: 1.52020

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [2S-(2alpha,4alpha,5alpha,6beta)]-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide

There total 1 articles about [2S-(2alpha,4alpha,5alpha,6beta)]-3,3-dimethyl-7-oxo-6-(phenylacetamido)-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: 95.0%

benzophenone hydrazone (5350-57-2) + 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) → 1ξ-oxo-6β-(2-phenyl-acetylamino)-1λ4-penicillanic acid benzhydryl ester (101833-98-1)

Guidance literature:

With aluminum oxide; Oxone; iodine; In dichloromethane; at 0 ℃; for 4.5h;

DOI:10.1016/S0040-4039(97)00046-4

Reference yield: 65.0%

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) + chloromethyl 2-phenylacetate (71570-28-0) → (2S,6R)-3,3-Dimethyl-4,7-dioxo-6-phenylacetylamino-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid phenylacetoxymethyl ester (121894-91-5)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 23 ℃; for 24h;

DOI:10.1016/S0040-4039(00)80564-X

Downstream raw materials:

1ξ-oxo-6β-(2-phenyl-acetylamino)-1λ⁴-penicillanic acid benzhydryl ester

(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

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