diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate

Base Information

• Chemical Name: diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate
• CAS No.: 315206-81-6
• Molecular Formula: C₃₁H₃₀N₂O₅S
• Molecular Weight: 542.656

Synonyms:diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate

Chemical Property of diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate

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Technology Process of diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate

There total 1 articles about diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate 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: 98.0%

(6R,7R)-benzhydryl 3-hydroxy-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (54639-48-4) + allyl bromide (106-95-6) → diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate (315206-81-6)

Guidance literature:

With indium; In tetrahydrofuran; water; at 60 ℃; for 8h;

DOI:10.1080/00397910008087052

Reference yield: 84.0%

diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate (315206-81-6) → N-((2S,3R,6R,7R)-3-Allyl-3-hydroxy-2-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-7-yl)-2-phenyl-acetamide (315206-83-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; ethanol;

DOI:10.1080/00397910008087052

Reference yield:

acetic anhydride (108-24-7) + diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate (315206-81-6) → (2R,3R,6R,7R)-3-Acetoxy-3-allyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester (1054624-75-7)

Guidance literature:

With dmap; In pyridine; at 50 - 60 ℃;

DOI:10.1080/00397910008087052

upstream raw materials:

(6R,7R)-benzhydryl 3-hydroxy-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

allyl bromide

Downstream raw materials:

(2R,3R,6R,7R)-3-Acetoxy-3-allyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

N-((2S,3R,6R,7R)-3-Allyl-3-hydroxy-2-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-7-yl)-2-phenyl-acetamide

(2R,3R,6R,7R)-3-Acetoxy-3-allyl-5,8-dioxo-7-phenylacetylamino-5λ⁴-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

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