N-((6R)-3-acetoxymethyl-2-(4-fluorobenzoyl)oxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-phenyl-acetamide

Base Information

Chemical Name:N-((6R)-3-acetoxymethyl-2-(4-fluorobenzoyl)oxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-phenyl-acetamide
CAS No.:347193-82-2
Molecular Formula:C₂₅H₂₃FN₂O₆S
Molecular Weight:498.532
Hs Code.:

Synonyms:N-((6R)-3-acetoxymethyl-2-(4-fluorobenzoyl)oxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-phenyl-acetamide

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Chemical Property of N-((6R)-3-acetoxymethyl-2-(4-fluorobenzoyl)oxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-phenyl-acetamide

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Technology Process of N-((6R)-3-acetoxymethyl-2-(4-fluorobenzoyl)oxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-phenyl-acetamide

There total 3 articles about N-((6R)-3-acetoxymethyl-2-(4-fluorobenzoyl)oxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-phenyl-acetamide 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: 70.0%

: 456-22-4
4-Fluorobenzoic acid

: 347193-75-3
N-((6R)-3-acetoxymethyl-2-hydroxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-phenyl-acetamide

: 347193-82-2
N-((6R)-3-acetoxymethyl-2-(4-fluorobenzoyl)oxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-phenyl-acetamide

Guidance literature:: With N,N'-dimethylpyridine-2,6-diamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1016/S0223-5234(01)01211-9

Reference yield:

: 859-07-4
cephaloram

: 347193-82-2
N-((6R)-3-acetoxymethyl-2-(4-fluorobenzoyl)oxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-phenyl-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl chloride; DMF / CH₂Cl₂ / 1 h / 0 °C

2: 1.7 g / LiAl(t-BuO)3H / tetrahydrofuran / 0.5 h / 0 °C

3: 70 percent / 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide*HCl; 2,6-dimethylaminopyridine / CH₂Cl₂ / 3 h / 0 °C

With oxalyl dichloride; N,N'-dimethylpyridine-2,6-diamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium tri-t-butoxyaluminum hydride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0223-5234(01)01211-9

Reference yield:

: 347193-74-2
Acetic acid (6R,7R)-2-chlorocarbonyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl ester

: 347193-82-2
N-((6R)-3-acetoxymethyl-2-(4-fluorobenzoyl)oxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-phenyl-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.7 g / LiAl(t-BuO)3H / tetrahydrofuran / 0.5 h / 0 °C

2: 70 percent / 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide*HCl; 2,6-dimethylaminopyridine / CH₂Cl₂ / 3 h / 0 °C

With N,N'-dimethylpyridine-2,6-diamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0223-5234(01)01211-9