3-Methyl-2-((2R,3R)-2-methylsulfamoyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid 4-nitro-benzyl ester

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Chemical Name:3-Methyl-2-((2R,3R)-2-methylsulfamoyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid 4-nitro-benzyl ester
CAS No.:153785-28-5
Molecular Formula:C₂₄H₂₆N₄O₈S
Molecular Weight:530.558
Hs Code.:

Synonyms:3-Methyl-2-((2R,3R)-2-methylsulfamoyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid 4-nitro-benzyl ester

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Chemical Property of 3-Methyl-2-((2R,3R)-2-methylsulfamoyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid 4-nitro-benzyl ester

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Technology Process of 3-Methyl-2-((2R,3R)-2-methylsulfamoyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid 4-nitro-benzyl ester

There total 3 articles about 3-Methyl-2-((2R,3R)-2-methylsulfamoyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic 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: 73.3%

: 153785-12-7
(2R,3R) 1-(1'-p-nitrobenzyloxycarbonyl-2'-methyl-prop-1'-enyl)-2-methylaminosulfinyl-3-phenylacetamido-4-oxo-azetidine

: 153785-28-5
3-Methyl-2-((2R,3R)-2-methylsulfamoyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid 4-nitro-benzyl ester

Guidance literature:: With formic acid; dihydrogen peroxide; In dichloromethane; Ambient temperature;
DOI:10.1016/S0040-4020(01)80182-4

Reference yield:

: 29124-80-9
1ξ-oxo-6β-(2-phenyl-acetylamino)-1λ⁴-penicillanic acid 4-nitro-benzyl ester

: 153785-28-5
3-Methyl-2-((2R,3R)-2-methylsulfamoyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: N-chlorosuccinimide, calcium oxide / toluene / 1.5 h / Heating

2: 51.1 percent / toluene / 2 h / Ambient temperature

3: 73.3 percent / formic acid, 30percent aqueous H₂O₂ / CH₂Cl₂ / Ambient temperature

With N-chloro-succinimide; formic acid; dihydrogen peroxide; calcium oxide; In dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)80182-4

Reference yield:

: 76085-04-6
(R)-2-((2R,3R)-2-Chlorosulfinyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-3-methyl-but-3-enoic acid 4-nitro-benzyl ester

: 153785-28-5
3-Methyl-2-((2R,3R)-2-methylsulfamoyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 51.1 percent / toluene / 2 h / Ambient temperature

2: 73.3 percent / formic acid, 30percent aqueous H₂O₂ / CH₂Cl₂ / Ambient temperature

With formic acid; dihydrogen peroxide; In dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)80182-4