2-((R)-2-Benzylsulfamoyl-3,3-dibromo-4-oxo-azetidin-1-yl)-3-methyl-but-2-enoic acid

Base Information

Chemical Name:2-((R)-2-Benzylsulfamoyl-3,3-dibromo-4-oxo-azetidin-1-yl)-3-methyl-but-2-enoic acid
CAS No.:153785-43-4
Molecular Formula:C₁₅H₁₆Br₂N₂O₅S
Molecular Weight:496.176
Hs Code.:

Synonyms:2-((R)-2-Benzylsulfamoyl-3,3-dibromo-4-oxo-azetidin-1-yl)-3-methyl-but-2-enoic acid

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Chemical Property of 2-((R)-2-Benzylsulfamoyl-3,3-dibromo-4-oxo-azetidin-1-yl)-3-methyl-but-2-enoic acid

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Technology Process of 2-((R)-2-Benzylsulfamoyl-3,3-dibromo-4-oxo-azetidin-1-yl)-3-methyl-but-2-enoic acid

There total 4 articles about 2-((R)-2-Benzylsulfamoyl-3,3-dibromo-4-oxo-azetidin-1-yl)-3-methyl-but-2-enoic acid 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: 98.0%

: 153785-21-8
(2R) 1-(1'-Benzyloxycarbonyl-2'-methyl-prop-1'-enyl)-2-benzylaminosulfonyl-3,3-dibromo-4-oxo-azetidine

: 153785-43-4
2-((R)-2-Benzylsulfamoyl-3,3-dibromo-4-oxo-azetidin-1-yl)-3-methyl-but-2-enoic acid

Guidance literature:: With aluminium trichloride; methoxybenzene; In dichloromethane; for 0.5h; Ambient temperature;
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

: 153785-43-4
2-((R)-2-Benzylsulfamoyl-3,3-dibromo-4-oxo-azetidin-1-yl)-3-methyl-but-2-enoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: toluene / 2 h

2: 91 percent / triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

3: m-chloroperbenzoic acid / CHCl₃ / 1.) 20 min, -10 deg C, 2.) 1 h, r.t.

4: 98 percent / anisole, AlCl₃ / CH₂Cl₂ / 0.5 h / Ambient temperature

With aluminium trichloride; methoxybenzene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; chloroform; toluene;
DOI:10.1016/S0040-4020(01)80182-4

Reference yield:

: 153784-98-6
(R)-3-Methyl-2-[(2R,3R)-2-(5-methyl-isoxazol-3-ylsulfinamoyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-but-3-enoic acid 4-nitro-benzyl ester

: 153785-43-4
2-((R)-2-Benzylsulfamoyl-3,3-dibromo-4-oxo-azetidin-1-yl)-3-methyl-but-2-enoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

2: m-chloroperbenzoic acid / CHCl₃ / 1.) 20 min, -10 deg C, 2.) 1 h, r.t.

3: 98 percent / anisole, AlCl₃ / CH₂Cl₂ / 0.5 h / Ambient temperature

With aluminium trichloride; methoxybenzene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; chloroform;
DOI:10.1016/S0040-4020(01)80182-4