3-Hydroxy-7beta-phenylacetylaminocepham-4-carboxylic acid diphenylmethyl ester

Base Information

• Chemical Name: 3-Hydroxy-7beta-phenylacetylaminocepham-4-carboxylic acid diphenylmethyl ester
• CAS No.: 51762-51-7
• Molecular Formula: C28H26N2O5S
• Molecular Weight: 502.591
• Mol file: 51762-51-7.mol

Synonyms:SCHEMBL10794502;JSNDVKXNQUBARH-DKVGFKEGSA-N;3-hydroxy-7beta-phenylacetylaminocepham-4-carboxylic acid diphenylmethyl ester;3xi-hydroxy-7beta-phenylacetylamino-cepham-4xi-carboxylic acid diphenylmethyl ester

Chemical Property of 3-Hydroxy-7beta-phenylacetylaminocepham-4-carboxylic acid diphenylmethyl ester

Chemical Property:

• Boiling Point: 775.7±60.0 °C(Predicted)
• PKA: 12.81±0.60(Predicted)
• PSA: 124.73000
• Density: 1.39±0.1 g/cm3(Predicted)
• LogP: 3.46950
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 502.15624311
• Heavy Atom Count: 36
• Complexity: 773

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)OC(C4=CC=CC=C4)C5=CC=CC=C5)O
• Isomeric SMILES: C1C(C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CC=C3)C(=O)OC(C4=CC=CC=C4)C5=CC=CC=C5)O

Technology Process of 3-Hydroxy-7beta-phenylacetylaminocepham-4-carboxylic acid diphenylmethyl ester

There total 9 articles about 3-Hydroxy-7beta-phenylacetylaminocepham-4-carboxylic acid diphenylmethyl 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: 92.03%

(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) → (6R)-3ξ-hydroxy-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid benzhydryl ester (51762-51-7)

Guidance literature:

With C₄H₈O*2BH₃; In tetrahydrofuran; at 20 ℃; for 3h; Reagent/catalyst;

Reference yield: 90.6%

3-hydroxy-7-phenylacetamido-3-cephem-4-carboxylic acid benzhydrylester (84532-30-9) → C28H26N2O5S (51762-51-7,51820-24-7)

Guidance literature:

With potassium borohydride; In methanol; dichloromethane; at -60 - -50 ℃; for 2.33h;

Reference yield: 89.7%

→ (6R)-3ξ-hydroxy-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid benzhydryl ester (51762-51-7)

Guidance literature:

upstream raw materials:

3-hydroxy-7-phenylacetamido-3-cephem-4-carboxylic acid benzhydrylester

(6R)-3-methylene-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid benzhydryl ester

cephaloram

(6R)-3-methylene-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid

Downstream raw materials:

diphenylmethyl 7-amino-3-hydroxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

(6R)-3ξ-acetoxy-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid benzhydryl ester

diphenylmethyl (6R,7R)-7-(phenylacetamido)ceph-3-em-4-carboxylate

3-methanesulfonyloxy-7beta-phenylacetylaminocepham-4-carboxylic acid diphenylmethyl ester

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