(6R)-3-acetoxymethyl-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Base Information

• Chemical Name: (6R)-3-acetoxymethyl-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS No.: 3595-25-3
• Molecular Formula: C₁₈H₁₈N₂O₇S
• Molecular Weight: 406.416

Synonyms:(6R)-3-acetoxymethyl-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Chemical Property of (6R)-3-acetoxymethyl-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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Technology Process of (6R)-3-acetoxymethyl-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

There total 2 articles about (6R)-3-acetoxymethyl-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[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:

(6R,7R)-tert-butyl 3-(acetoxymethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide (1208121-83-8) → (6R)-3-acetoxymethyl-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (3595-25-3)

Guidance literature:

With Tellurium tetrachloride; In acetonitrile;

Reference yield:

cephaloram (859-07-4) → (6R)-3-acetoxymethyl-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (3595-25-3)

Guidance literature:

With sodium periodate; sodium hydrogencarbonate;

DOI:10.1039/jr9650005015

Reference yield:

(6R)-3-acetoxymethyl-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (3595-25-3) → N-((6R)-3-acetoxymethyl-5ξ,8-dioxo-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-phenyl-acetamide (7629-30-3)

Guidance literature:

With pyridine; at 37 ℃; for 16h;

DOI:10.1039/j39660001142

upstream raw materials:

cephaloram

(6R,7R)-tert-butyl 3-(acetoxymethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide

Downstream raw materials:

(6R)-3-acetoxymethyl-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester

N-((6R)-3-acetoxymethyl-5ξ,8-dioxo-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-phenyl-acetamide

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