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

Base Information

• Chemical Name: diphenylmethyl 6β-[(R)-2-(diphenylmethylamino)-2-(4-hydroxyphenyl)acetamido]penicillanate
• CAS No.: 477947-68-5
• Molecular Formula: C₄₂H₃₉N₃O₅S
• Molecular Weight: 697.855

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

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

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

There total 1 articles about diphenylmethyl 6β-[(R)-2-(diphenylmethylamino)-2-(4-hydroxyphenyl)acetamido]penicillanate 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%

amoxicillin (26787-78-0,81030-75-3) + diphenylchloromethane (90-99-3) → diphenylmethyl 6β-[(R)-2-(diphenylmethylamino)-2-(4-hydroxyphenyl)acetamido]penicillanate (477947-68-5)

Guidance literature:

With triethylamine; In acetonitrile; at 25 ℃; for 3h;

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

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: 73.0%

C18H22ClNO8Si + diphenylmethyl 6β-[(R)-2-(diphenylmethylamino)-2-(4-hydroxyphenyl)acetamido]penicillanate (477947-68-5) → C57H52N4O13S (477947-74-3)

Guidance literature:

With potassium carbonate; In acetonitrile; at 25 ℃; for 15h;

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

upstream raw materials:

amoxicillin

diphenylchloromethane

Downstream raw materials:

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

(2R,5R)-3-[2-{4-[(R)-(Benzhydryl-amino)-((2S,5R,6R)-2-benzhydryloxycarbonyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-6-ylcarbamoyl)-methyl]-phenoxy}-eth-(Z)-ylidene]-7-oxo-4-oxa-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid

C₅₇H₅₂N₄O₁₃S

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