Ethanethioic acid, S-[1-[4-[[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]amino]carbon yl]-2-thiazolyl]-3-azetidinyl] ester

Base Information

• Chemical Name: Ethanethioic acid, S-[1-[4-[[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]amino]carbon yl]-2-thiazolyl]-3-azetidinyl] ester
• CAS No.: 429671-86-3
• Molecular Formula: C19H21N5O6S2
• Molecular Weight: 479.538
• Mol file: 429671-86-3.mol

Synonyms:

Chemical Property of Ethanethioic acid, S-[1-[4-[[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]amino]carbon yl]-2-thiazolyl]-3-azetidinyl] ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethanethioic acid, S-[1-[4-[[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]amino]carbon yl]-2-thiazolyl]-3-azetidinyl] ester

There total 2 articles about Ethanethioic acid, S-[1-[4-[[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]amino]carbon yl]-2-thiazolyl]-3-azetidinyl] 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: 58.0%

3-Methanesulfonyloxy-1-{4-[2-(p-nitrobenzyloxycarbonylamino)ethylcarbamoyl]-1,3-thiazol-2-yl}azetidine + potassium thioacetate (10387-40-3) → 3-acetylthio-1-{4-[(2-(p-nitrobenzyloxycarbonylamino)ethyl)carbamoyl]-1,3-thiazol-2-yl)azetidine (429671-86-3)

Guidance literature:

In N-methyl-acetamide;

Reference yield:

3-hydroxy-1-{4-[2-(p-nitrobenzyloxycarbonylamino)ethylcarbamoyl]-1,3-thiazol-2-yl}azetidine (429671-95-4) → 3-acetylthio-1-{4-[(2-(p-nitrobenzyloxycarbonylamino)ethyl)carbamoyl]-1,3-thiazol-2-yl)azetidine (429671-86-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; triethylamine / dichloromethane

2: N-methyl-acetamide

With pyridine; triethylamine; In N-methyl-acetamide; dichloromethane;

Reference yield: 66.0%

3-acetylthio-1-{4-[(2-(p-nitrobenzyloxycarbonylamino)ethyl)carbamoyl]-1,3-thiazol-2-yl)azetidine (429671-86-3) + (4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (93711-81-0,90776-59-3,189188-38-3) → p-nitrobenzyl (1R,5S,6S)-2-(1-{4-[(2-(p-nitrobenzyloxycarbonylamino)ethyl)carbamoyl]-1,3-thiazol-2-yl}azetidin-3-yl)thio-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Guidance literature:

3-acetylthio-1-{4-[(2-(p-nitrobenzyloxycarbonylamino)ethyl)carbamoyl]-1,3-thiazol-2-yl)azetidine; With hydrazinium monoacetate; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 1h;

(4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; With N-ethyl-N,N-diisopropylamine; In DMF (N,N-dimethyl-formamide); acetonitrile; at 0 - 20 ℃;

With sodium hydrogencarbonate; In DMF (N,N-dimethyl-formamide); water; ethyl acetate; acetonitrile;

upstream raw materials:

potassium thioacetate

3-hydroxy-1-{4-[2-(p-nitrobenzyloxycarbonylamino)ethylcarbamoyl]-1,3-thiazol-2-yl}azetidine