(2S,5R,6R)-6-[2-(3,4-Diacetoxy-benzoylamino)-2-(4-hydroxy-phenyl)-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid

Base Information

• Chemical Name: (2S,5R,6R)-6-[2-(3,4-Diacetoxy-benzoylamino)-2-(4-hydroxy-phenyl)-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid
• CAS No.: 65283-07-0
• Molecular Formula: C₂₇H₂₇N₃O₁₀S
• Molecular Weight: 585.591

Synonyms:

Chemical Property of (2S,5R,6R)-6-[2-(3,4-Diacetoxy-benzoylamino)-2-(4-hydroxy-phenyl)-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of (2S,5R,6R)-6-[2-(3,4-Diacetoxy-benzoylamino)-2-(4-hydroxy-phenyl)-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid

There total 2 articles about (2S,5R,6R)-6-[2-(3,4-Diacetoxy-benzoylamino)-2-(4-hydroxy-phenyl)-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-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:

3,4-(diacetyloxy)benzoyl chloride (57929-25-6) + amoxicillin (38083-36-2,81030-75-3) → (2S,5R,6R)-6-[2-(3,4-Diacetoxy-benzoylamino)-2-(4-hydroxy-phenyl)-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid (65283-07-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

Reference yield:

→ 6-[2-(3,4-Diacetoxy-benzoylamino)-2-(4-hydroxy-phenyl)-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid (65283-07-0)

Guidance literature:

/BRN= 217292/, /BRN= 184044/, , , , , , , ;

Reference yield:

3-Bromophthalide (6940-49-4) + (2S,5R,6R)-6-[2-(3,4-Diacetoxy-benzoylamino)-2-(4-hydroxy-phenyl)-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid (65283-07-0) → (2S,5R,6R)-6-[2-(3,4-Diacetoxy-benzoylamino)-2-(4-hydroxy-phenyl)-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 3-oxo-1,3-dihydro-isobenzofuran-1-yl ester (141992-28-1)

Guidance literature:

With Na-ethylhexanoate; Multistep reaction; 1) ethyl acetate, 2) N,N-dimethylacetamide, 5 deg C, 1 d;

upstream raw materials:

3,4-(diacetyloxy)benzoyl chloride

amoxicillin

Downstream raw materials:

(2S,5R,6R)-6-[2-(3,4-Diacetoxy-benzoylamino)-2-(4-hydroxy-phenyl)-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 3-oxo-1,3-dihydro-isobenzofuran-1-yl ester

(2S,5R,6R)-6-[2-(3,4-Diacetoxy-benzoylamino)-2-(4-hydroxy-phenyl)-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

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