Sodium; (2S,3S)-3-{2-(2-amino-thiazol-4-yl)-2-[(Z)-benzyloxyimino]-acetylamino}-2-methoxycarbonyl-4-oxo-azetidine-1-sulfonate

Base Information

Chemical Name:Sodium; (2S,3S)-3-{2-(2-amino-thiazol-4-yl)-2-[(Z)-benzyloxyimino]-acetylamino}-2-methoxycarbonyl-4-oxo-azetidine-1-sulfonate
CAS No.:84186-61-8
Molecular Formula:C₁₇H₁₆N₅O₈S₂*Na
Molecular Weight:505.465
Hs Code.:

Synonyms:Sodium; (2S,3S)-3-{2-(2-amino-thiazol-4-yl)-2-[(Z)-benzyloxyimino]-acetylamino}-2-methoxycarbonyl-4-oxo-azetidine-1-sulfonate

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Chemical Property of Sodium; (2S,3S)-3-{2-(2-amino-thiazol-4-yl)-2-[(Z)-benzyloxyimino]-acetylamino}-2-methoxycarbonyl-4-oxo-azetidine-1-sulfonate

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Technology Process of Sodium; (2S,3S)-3-{2-(2-amino-thiazol-4-yl)-2-[(Z)-benzyloxyimino]-acetylamino}-2-methoxycarbonyl-4-oxo-azetidine-1-sulfonate

There total 8 articles about Sodium; (2S,3S)-3-{2-(2-amino-thiazol-4-yl)-2-[(Z)-benzyloxyimino]-acetylamino}-2-methoxycarbonyl-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: 88.0%

: 84186-60-7
Sodium; (2S,3S)-3-{2-[(Z)-benzyloxyimino]-2-[2-(2-chloro-acetylamino)-thiazol-4-yl]-acetylamino}-2-methoxycarbonyl-4-oxo-azetidine-1-sulfonate

: 84186-61-8
Sodium; (2S,3S)-3-{2-(2-amino-thiazol-4-yl)-2-[(Z)-benzyloxyimino]-acetylamino}-2-methoxycarbonyl-4-oxo-azetidine-1-sulfonate

Guidance literature:: With sodium N-methyldithiocarbamate; In water; for 1.16667h; Ambient temperature;
DOI:10.1248/cpb.32.2646

Reference yield:

: 61964-78-1,84187-43-9,88792-16-9,88792-17-0,88852-05-5,97591-35-0
cis-3-amino-1-(2,4-dimethoxybenzyl)-4-methoxycarbonyl-2-azetidinone

: 84186-61-8
Sodium; (2S,3S)-3-{2-(2-amino-thiazol-4-yl)-2-[(Z)-benzyloxyimino]-acetylamino}-2-methoxycarbonyl-4-oxo-azetidine-1-sulfonate

Guidance literature:: Multi-step reaction with 6 steps

1: propylene oxide / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 79 percent / <1.6 molar equiv. K₂S₂O₈, K₂HPO₄ / acetonitrile; H₂O / 2 h / Heating

3: 92 percent / hydrogen / 5percent Pd-C / ethanol / 1 h / Ambient temperature

4: 96 percent / NaHCO₃ / tetrahydrofuran; H₂O / 2 h / Ambient temperature

5: 77 percent / SO₃*pyridine / dimethylformamide / 72 h / Ambient temperature

6: 88 percent / sodium N-methyldithiocarbamate / H₂O / 1.17 h / Ambient temperature

With sodium N-methyldithiocarbamate; dipotassium hydrogenphosphate; dipotassium peroxodisulfate; pyridine-SO₃ complex; hydrogen; sodium hydrogencarbonate; methyloxirane; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.32.2646

Reference yield:

: 61964-80-5,84187-40-6,86334-62-5,88851-94-9,88851-95-0
cis-1-(2,4-dimethoxybenzyl)-4-methoxycarbonyl-3-phthalimido-2-azetidinone

: 84186-61-8
Sodium; (2S,3S)-3-{2-(2-amino-thiazol-4-yl)-2-[(Z)-benzyloxyimino]-acetylamino}-2-methoxycarbonyl-4-oxo-azetidine-1-sulfonate

Guidance literature:: Multi-step reaction with 7 steps

1: methylhydrazine / CH₂Cl₂ / 1.) 2 h, r.t; 2.) 8 h, 35 deg C; 3.) r.t

2: propylene oxide / CH₂Cl₂ / 1.5 h / Ambient temperature

3: 79 percent / <1.6 molar equiv. K₂S₂O₈, K₂HPO₄ / acetonitrile; H₂O / 2 h / Heating

4: 92 percent / hydrogen / 5percent Pd-C / ethanol / 1 h / Ambient temperature

5: 96 percent / NaHCO₃ / tetrahydrofuran; H₂O / 2 h / Ambient temperature

6: 77 percent / SO₃*pyridine / dimethylformamide / 72 h / Ambient temperature

7: 88 percent / sodium N-methyldithiocarbamate / H₂O / 1.17 h / Ambient temperature

With sodium N-methyldithiocarbamate; dipotassium hydrogenphosphate; dipotassium peroxodisulfate; pyridine-SO₃ complex; hydrogen; sodium hydrogencarbonate; methylhydrazine; methyloxirane; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.32.2646