Sodium; (2S,3S)-3-{2-[2-(2-chloro-acetylamino)-thiazol-4-yl]-2-[(Z)-4-nitro-benzyloxycarbonylmethoxyimino]-acetylamino}-2-methylcarbamoyl-4-oxo-azetidine-1-sulfonate

Base Information

Chemical Name:Sodium; (2S,3S)-3-{2-[2-(2-chloro-acetylamino)-thiazol-4-yl]-2-[(Z)-4-nitro-benzyloxycarbonylmethoxyimino]-acetylamino}-2-methylcarbamoyl-4-oxo-azetidine-1-sulfonate
CAS No.:104425-87-8
Molecular Formula:C₂₁H₁₉ClN₇O₁₂S₂*Na
Molecular Weight:683.996
Hs Code.:

Sodium; (2S,3S)-3-{2-[2-(2-chloro-acetylamino)-thiazol-4-yl]-2-[(Z)-4-nitro-benzyloxycarbonylmethoxyimino]-acetylamino}-2-methylcarbamoyl-4-oxo-azetidine-1-sulfonate

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Chemical Property of Sodium; (2S,3S)-3-{2-[2-(2-chloro-acetylamino)-thiazol-4-yl]-2-[(Z)-4-nitro-benzyloxycarbonylmethoxyimino]-acetylamino}-2-methylcarbamoyl-4-oxo-azetidine-1-sulfonate

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Technology Process of Sodium; (2S,3S)-3-{2-[2-(2-chloro-acetylamino)-thiazol-4-yl]-2-[(Z)-4-nitro-benzyloxycarbonylmethoxyimino]-acetylamino}-2-methylcarbamoyl-4-oxo-azetidine-1-sulfonate

There total 4 articles about Sodium; (2S,3S)-3-{2-[2-(2-chloro-acetylamino)-thiazol-4-yl]-2-[(Z)-4-nitro-benzyloxycarbonylmethoxyimino]-acetylamino}-2-methylcarbamoyl-4-oxo-azetidine-1-sulfonate 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: 61.0%

: 90121-15-6
[1-[2-(2-Chloro-acetylamino)-thiazol-4-yl]-1-((2S,3S)-2-methylcarbamoyl-4-oxo-azetidin-3-ylcarbamoyl)-meth-(Z)-ylideneaminooxy]-acetic acid 4-nitro-benzyl ester

: 104425-87-8
Sodium; (2S,3S)-3-{2-[2-(2-chloro-acetylamino)-thiazol-4-yl]-2-[(Z)-4-nitro-benzyloxycarbonylmethoxyimino]-acetylamino}-2-methylcarbamoyl-4-oxo-azetidine-1-sulfonate

Guidance literature:: With sulfur trioxide-N,N-dimethylformamide complex; Dowex 500W; 1.) DMF; 2.) water;
DOI:10.1248/cpb.33.3798

Reference yield:

: 84209-04-1,88792-21-6
cis-3-benzyloxycarbonylamino-4-(N-methylcarbamoyl)-2-azetidinone

: 104425-87-8
Sodium; (2S,3S)-3-{2-[2-(2-chloro-acetylamino)-thiazol-4-yl]-2-[(Z)-4-nitro-benzyloxycarbonylmethoxyimino]-acetylamino}-2-methylcarbamoyl-4-oxo-azetidine-1-sulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen / 5 percent Pd-C / ethanol / 1 h / Ambient temperature

2: 79 percent / NaHCO₃ / tetrahydrofuran; H₂O

3: 61 percent / 1.) sulfur trioxide-N,N-dimethylformamide complex; 2.) Dowex 500W (Na) / 1.) DMF; 2.) water

With sulfur trioxide-N,N-dimethylformamide complex; Dowex 500W; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; water;
DOI:10.1248/cpb.33.3798

Reference yield:

: 84209-05-2
(2R,3R)-3-Amino-4-oxo-azetidine-2-carboxylic acid methylamide

: 104425-87-8
Sodium; (2S,3S)-3-{2-[2-(2-chloro-acetylamino)-thiazol-4-yl]-2-[(Z)-4-nitro-benzyloxycarbonylmethoxyimino]-acetylamino}-2-methylcarbamoyl-4-oxo-azetidine-1-sulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / NaHCO₃ / tetrahydrofuran; H₂O

2: 61 percent / 1.) sulfur trioxide-N,N-dimethylformamide complex; 2.) Dowex 500W (Na) / 1.) DMF; 2.) water

With sulfur trioxide-N,N-dimethylformamide complex; Dowex 500W; sodium hydrogencarbonate; In tetrahydrofuran; water;
DOI:10.1248/cpb.33.3798