3-{4-[(benzhydryl-amino)-(2-benzhydryloxycarbonyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-6-ylcarbamoyl)-methyl]-phenoxymethyl}-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 3-{4-[(benzhydryl-amino)-(2-benzhydryloxycarbonyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-6-ylcarbamoyl)-methyl]-phenoxymethyl}-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester
• CAS No.: 477947-77-6
• Molecular Formula: C₆₂H₆₁N₅O₁₁S₂
• Molecular Weight: 1116.33

Synonyms:3-{4-[(benzhydryl-amino)-(2-benzhydryloxycarbonyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-6-ylcarbamoyl)-methyl]-phenoxymethyl}-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

Chemical Property of 3-{4-[(benzhydryl-amino)-(2-benzhydryloxycarbonyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-6-ylcarbamoyl)-methyl]-phenoxymethyl}-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of 3-{4-[(benzhydryl-amino)-(2-benzhydryloxycarbonyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-6-ylcarbamoyl)-methyl]-phenoxymethyl}-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

There total 3 articles about 3-{4-[(benzhydryl-amino)-(2-benzhydryloxycarbonyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-6-ylcarbamoyl)-methyl]-phenoxymethyl}-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl 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: 75.0%

(6R,7R)-3-Iodomethyl-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester + diphenylmethyl 6β-[(R)-2-(diphenylmethylamino)-2-(4-hydroxyphenyl)acetamido]penicillanate (477947-68-5) → 3-{4-[(benzhydryl-amino)-(2-benzhydryloxycarbonyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-6-ylcarbamoyl)-methyl]-phenoxymethyl}-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester (477947-77-6)

Guidance literature:

With potassium carbonate; In acetonitrile; at 25 ℃; for 13h;

DOI:10.1016/S0968-0896(02)00256-0

Reference yield:

amoxicillin (26787-78-0,81030-75-3) → 3-{4-[(benzhydryl-amino)-(2-benzhydryloxycarbonyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-6-ylcarbamoyl)-methyl]-phenoxymethyl}-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester (477947-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / Et₃N / acetonitrile / 3 h / 25 °C

2: 75 percent / K₂CO₃ / acetonitrile / 13 h / 25 °C

With potassium carbonate; triethylamine; In acetonitrile;

DOI:10.1016/S0968-0896(02)00256-0

Reference yield:

diphenylchloromethane (90-99-3) → 3-{4-[(benzhydryl-amino)-(2-benzhydryloxycarbonyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-6-ylcarbamoyl)-methyl]-phenoxymethyl}-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester (477947-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / Et₃N / acetonitrile / 3 h / 25 °C

2: 75 percent / K₂CO₃ / acetonitrile / 13 h / 25 °C

With potassium carbonate; triethylamine; In acetonitrile;

DOI:10.1016/S0968-0896(02)00256-0

upstream raw materials:

diphenylmethyl 6β-[(R)-2-(diphenylmethylamino)-2-(4-hydroxyphenyl)acetamido]penicillanate

amoxicillin

diphenylchloromethane

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