2,2-Dimethyl-propionic acid (6R,7R)-3-acetoxymethyl-7-(tert-butoxycarbonyl-phenylacetyl-amino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-2-ylmethyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (6R,7R)-3-acetoxymethyl-7-(tert-butoxycarbonyl-phenylacetyl-amino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-2-ylmethyl ester
CAS No.:347193-85-5
Molecular Formula:C₂₈H₃₆N₂O₈S
Molecular Weight:560.668
Hs Code.:

2,2-Dimethyl-propionic acid (6R,7R)-3-acetoxymethyl-7-(tert-butoxycarbonyl-phenylacetyl-amino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-2-ylmethyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (6R,7R)-3-acetoxymethyl-7-(tert-butoxycarbonyl-phenylacetyl-amino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-2-ylmethyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (6R,7R)-3-acetoxymethyl-7-(tert-butoxycarbonyl-phenylacetyl-amino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-2-ylmethyl ester

There total 3 articles about 2,2-Dimethyl-propionic acid (6R,7R)-3-acetoxymethyl-7-(tert-butoxycarbonyl-phenylacetyl-amino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-2-ylmethyl 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:

: 859-07-4
cephaloram

: 347193-85-5
2,2-Dimethyl-propionic acid (6R,7R)-3-acetoxymethyl-7-(tert-butoxycarbonyl-phenylacetyl-amino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 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: 90 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

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-dimethyl-formamide; 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

: 347193-85-5
2,2-Dimethyl-propionic acid (6R,7R)-3-acetoxymethyl-7-(tert-butoxycarbonyl-phenylacetyl-amino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90 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

With N,N'-dimethylpyridine-2,6-diamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 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

: 347193-85-5
2,2-Dimethyl-propionic acid (6R,7R)-3-acetoxymethyl-7-(tert-butoxycarbonyl-phenylacetyl-amino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

2: 90 percent / 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide*HCl; 2,6-dimethylaminopyridine / CH₂Cl₂ / 3 h / 0 °C

3: 2,6-dimethylaminopyridine; Et₃N / CH₂Cl₂ / 1 h / 20 °C

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