N-Boc-Cephalexin

Base Information

• Chemical Name: N-Boc-Cephalexin
• CAS No.: 28180-92-9
• Molecular Formula: C₂₁H₂₅N₃O₆S
• Molecular Weight: 447.512
• Mol file: 28180-92-9.mol

Synonyms:(6R,7R)-7-[(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Chemical Property of N-Boc-Cephalexin

Chemical Property:

• Solubility.: Dimethyl Sulfoxide

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-Cephalexin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: N-Boc-Cephalexin is a protected Cephalexin (C256800), a semi-synthetic cephalosporin antibiotic. Protected Cephalexin (C256800), a cephalosporin antibiotic.

Technology Process of N-Boc-Cephalexin

There total 9 articles about N-Boc-Cephalexin 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: 93.0%

di-tert-butyl dicarbonate (24424-99-5) + cefalexin (15686-71-2,27726-35-8,34632-04-7,79814-91-8,108260-04-4) → (6R,7R)-7-[(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (28180-92-9)

Guidance literature:

With triethylamine; at 20 ℃; for 3h;

DOI:10.1039/d0ra04893c

Reference yield:

(6R)-3-methyl-8-oxo-7t-(trimethylsilanyl-amino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid trimethylsilanyl ester (31461-05-9) → (6R,7R)-7-[(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (28180-92-9)

Guidance literature:

Multi-step reaction with 2 steps

2: 90 percent / Et₃N / acetonitrile / 6 h

With triethylamine; In acetonitrile;

DOI:10.1002/ardp.19943270405

Reference yield:

(R)-phenylglycine (875-74-1) → (6R,7R)-7-[(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (28180-92-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / Et₃N / methanol; H₂O / 6 h

3: 90 percent / Et₃N / acetonitrile / 6 h

With triethylamine; In methanol; water; acetonitrile;

DOI:10.1002/ardp.19943270405

upstream raw materials:

(6R)-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (Ξ)-1-methoxycarbonyl-2-oxo-propyl ester

di-tert-butyl dicarbonate

cefalexin

(6R)-3-methyl-8-oxo-7t-(trimethylsilanyl-amino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid trimethylsilanyl ester

Downstream raw materials:

(6R,7R)-3-methyl-7-[(R)-2-amino-2-phenylacetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid