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

Base Information

• Chemical Name: (2S,6R)-3,3-Dimethyl-4,7-dioxo-6-phenylacetylamino-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid phenylacetoxymethyl ester
• CAS No.: 121894-91-5
• Molecular Formula: C₂₅H₂₆N₂O₇S
• Molecular Weight: 498.557

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

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

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SDS file from LookChem

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

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

Reference yield: 15.0%

(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) → (6R)-7t-amino-3-methoxy-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (51803-38-4) + phenylacetic acid (103-82-2)

Guidance literature:

In water; acetonitrile; at 23 ℃; penicillin acylase; pH=7.3;

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

upstream raw materials:

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

chloromethyl 2-phenylacetate

Downstream raw materials:

(6R)-7t-amino-3-methoxy-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

phenylacetic acid

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