N-methyl-N-<(tert-butoxycarbonyl)methyl>-3-<<<<(phenylmethyl)amino>carbonyl>oxy>methyl>-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxamide 5,5-dioxide

Base Information

Chemical Name:N-methyl-N-<(tert-butoxycarbonyl)methyl>-3-<<<<(phenylmethyl)amino>carbonyl>oxy>methyl>-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxamide 5,5-dioxide
CAS No.:143731-90-2
Molecular Formula:C₂₄H₃₁N₃O₉S
Molecular Weight:537.591
Hs Code.:

N-methyl-N-<(tert-butoxycarbonyl)methyl>-3-<<<<(phenylmethyl)amino>carbonyl>oxy>methyl>-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxamide 5,5-dioxide

Synonyms:N-methyl-N-<(tert-butoxycarbonyl)methyl>-3-<<<<(phenylmethyl)amino>carbonyl>oxy>methyl>-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxamide 5,5-dioxide

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Chemical Property of N-methyl-N-<(tert-butoxycarbonyl)methyl>-3-<<<<(phenylmethyl)amino>carbonyl>oxy>methyl>-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxamide 5,5-dioxide

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Technology Process of N-methyl-N-<(tert-butoxycarbonyl)methyl>-3-<<<<(phenylmethyl)amino>carbonyl>oxy>methyl>-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxamide 5,5-dioxide

There total 3 articles about N-methyl-N-<(tert-butoxycarbonyl)methyl>-3-<<<<(phenylmethyl)amino>carbonyl>oxy>methyl>-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxamide 5,5-dioxide 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:

: 95570-59-5
3-(acetoxymethyl)-7α-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: 143731-90-2
N-methyl-N-<(tert-butoxycarbonyl)methyl>-3-<<<<(phenylmethyl)amino>carbonyl>oxy>methyl>-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxamide 5,5-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1: dicyclohexylcarbodiimide / dioxane / 0.5 h / Ambient temperature

2: 1.) triethylamine / 1.) dioxane, 0 deg C, 30 min, 2.) dioxane, RT, 2 h

3: 1.) titanium isopropoxide, 2.) DMAP, 3.) m-CPBA, 4.) pyridine

With pyridine; titanium(IV) isopropylate; dmap; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In 1,4-dioxane;
DOI:10.1021/jm00099a002

Reference yield:

: 95570-83-5
t-butyl 3-acetoxymethyl-7α-methoxy-3-cephem-4-carboxylate

: 143731-90-2
N-methyl-N-<(tert-butoxycarbonyl)methyl>-3-<<<<(phenylmethyl)amino>carbonyl>oxy>methyl>-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxamide 5,5-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1: trifluoroacetic acid, anisole / CH₂Cl₂ / 1 h / 0 °C

2: dicyclohexylcarbodiimide / dioxane / 0.5 h / Ambient temperature

3: 1.) triethylamine / 1.) dioxane, 0 deg C, 30 min, 2.) dioxane, RT, 2 h

4: 1.) titanium isopropoxide, 2.) DMAP, 3.) m-CPBA, 4.) pyridine

With pyridine; titanium(IV) isopropylate; dmap; methoxybenzene; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;
DOI:10.1021/jm00099a002

Reference yield:

: (6R,7S)-3-Acetoxymethyl-7-methoxy-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester

: 143731-90-2
N-methyl-N-<(tert-butoxycarbonyl)methyl>-3-<<<<(phenylmethyl)amino>carbonyl>oxy>methyl>-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxamide 5,5-dioxide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) triethylamine / 1.) dioxane, 0 deg C, 30 min, 2.) dioxane, RT, 2 h

2: 1.) titanium isopropoxide, 2.) DMAP, 3.) m-CPBA, 4.) pyridine

With pyridine; titanium(IV) isopropylate; dmap; triethylamine; 3-chloro-benzenecarboperoxoic acid;
DOI:10.1021/jm00099a002