Hydroxy-{(3S,4R)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-2-oxo-4-phenylsulfanylcarbonylmethyl-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

Base Information

Chemical Name:Hydroxy-{(3S,4R)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-2-oxo-4-phenylsulfanylcarbonylmethyl-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester
CAS No.:78072-37-4
Molecular Formula:C₃₀H₂₇N₃O₁₂S
Molecular Weight:653.623
Hs Code.:

Hydroxy-{(3S,4R)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-2-oxo-4-phenylsulfanylcarbonylmethyl-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

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Chemical Property of Hydroxy-{(3S,4R)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-2-oxo-4-phenylsulfanylcarbonylmethyl-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

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Technology Process of Hydroxy-{(3S,4R)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-2-oxo-4-phenylsulfanylcarbonylmethyl-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

There total 5 articles about Hydroxy-{(3S,4R)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-2-oxo-4-phenylsulfanylcarbonylmethyl-azetidin-1-yl}-acetic acid 4-nitro-benzyl 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:

: 72789-82-3,72843-58-4,73890-31-0,73890-76-3,77447-98-4,78342-09-3,78822-11-4,79057-48-0,79299-23-3,79952-71-9
(3S,4R)-4-(2,2-dimethoxyethyl)-3-[(1RS)-1-(p-nitrobenzyloxycarbonyloxy)ethyl]-2-oxoazetidine

: 78072-37-4
Hydroxy-{(3S,4R)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-2-oxo-4-phenylsulfanylcarbonylmethyl-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80percent aq. acetic acid / 4 h / 55 - 60 °C

2: 1.40 g / 8N Jones reagent / acetone / 0 °C

3: 97 mg / 4-dimethylaminopyridine, NN'-dicyclohexylcarbodi-imide / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) room temperature, 3 h

4: 1.24 g / activated molecular sieves / toluene; dimethylformamide / 1.) room temperature, 12 h, 2.) 50 deg C, 5 h

With dmap; jones reagent; acetic acid; dicyclohexyl-carbodiimide; molecular sieve; In dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1039/P19810000964

Reference yield:

: 108-98-5
thiophenol

: 78072-37-4
Hydroxy-{(3S,4R)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-2-oxo-4-phenylsulfanylcarbonylmethyl-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 97 mg / 4-dimethylaminopyridine, NN'-dicyclohexylcarbodi-imide / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) room temperature, 3 h

2: 1.24 g / activated molecular sieves / toluene; dimethylformamide / 1.) room temperature, 12 h, 2.) 50 deg C, 5 h

With dmap; dicyclohexyl-carbodiimide; molecular sieve; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/P19810000964

Reference yield:

: 64066-71-3,67314-42-5,71869-79-9,72778-03-1,77447-99-5,80559-32-6
(3S,4R)-3-[(1RS)-1-(p-nitrobenzyloxycarbonyloxy)ethyl]-4-(2-oxoethyl)-2-oxoazetidine

: 78072-37-4
Hydroxy-{(3S,4R)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-2-oxo-4-phenylsulfanylcarbonylmethyl-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.40 g / 8N Jones reagent / acetone / 0 °C

2: 97 mg / 4-dimethylaminopyridine, NN'-dicyclohexylcarbodi-imide / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) room temperature, 3 h

3: 1.24 g / activated molecular sieves / toluene; dimethylformamide / 1.) room temperature, 12 h, 2.) 50 deg C, 5 h

With dmap; jones reagent; dicyclohexyl-carbodiimide; molecular sieve; In dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1039/P19810000964