(6R)-3-acetoxymethyl-2-benzoyloxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-amine

Base Information

Chemical Name:(6R)-3-acetoxymethyl-2-benzoyloxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-amine
CAS No.:347193-79-7
Molecular Formula:C₁₇H₁₈N₂O₅S
Molecular Weight:362.406
Hs Code.:

Synonyms:(6R)-3-acetoxymethyl-2-benzoyloxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-amine

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Chemical Property of (6R)-3-acetoxymethyl-2-benzoyloxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-amine

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Technology Process of (6R)-3-acetoxymethyl-2-benzoyloxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-amine

There total 6 articles about (6R)-3-acetoxymethyl-2-benzoyloxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-amine 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:

: 347193-78-6
Benzoic acid (6R,7R)-3-acetoxymethyl-7-tert-butoxycarbonylamino-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-2-ylmethyl ester

: 347193-79-7
(6R)-3-acetoxymethyl-2-benzoyloxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-amine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.333333h;
DOI:10.1016/S0223-5234(01)01211-9

Reference yield:

: 859-07-4
cephaloram

: 347193-79-7
(6R)-3-acetoxymethyl-2-benzoyloxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-amine

Guidance literature:: Multi-step reaction with 6 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: 42 percent / 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide*HCl; 2,6-dimethylaminopyridine / CH₂Cl₂ / 3 h / 0 °C

4: 2,6-dimethylaminopyridine; Et₃N / CH₂Cl₂ / 1 h / 20 °C

5: N,N-diethylethylenediamine / CH₂Cl₂ / 48 h / 20 °C

6: TFA / CH₂Cl₂ / 0.33 h / 20 °C

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

Reference yield:

: 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

: 347193-79-7
(6R)-3-acetoxymethyl-2-benzoyloxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-amine

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide*HCl; 2,6-dimethylaminopyridine / CH₂Cl₂ / 3 h / 0 °C

2: 2,6-dimethylaminopyridine; Et₃N / CH₂Cl₂ / 1 h / 20 °C

3: N,N-diethylethylenediamine / CH₂Cl₂ / 48 h / 20 °C

4: TFA / CH₂Cl₂ / 0.33 h / 20 °C

With N,N'-dimethylpyridine-2,6-diamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-diethylethylenediamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0223-5234(01)01211-9