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

Base Information

Chemical Name:(2R) 1-(1'-Benzyloxycarbonyl-2'-methyl-prop-1'-enyl)-2-benzylaminosulfonyl-3,3-dibromo-4-oxo-azetidine
CAS No.:153785-21-8
Molecular Formula:C₂₂H₂₂Br₂N₂O₅S
Molecular Weight:586.301
Hs Code.:

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

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Chemical Property of (2R) 1-(1'-Benzyloxycarbonyl-2'-methyl-prop-1'-enyl)-2-benzylaminosulfonyl-3,3-dibromo-4-oxo-azetidine

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Technology Process of (2R) 1-(1'-Benzyloxycarbonyl-2'-methyl-prop-1'-enyl)-2-benzylaminosulfonyl-3,3-dibromo-4-oxo-azetidine

There total 5 articles about (2R) 1-(1'-Benzyloxycarbonyl-2'-methyl-prop-1'-enyl)-2-benzylaminosulfonyl-3,3-dibromo-4-oxo-azetidine 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:

: 156927-21-8
3-Methyl-2-[(2R,3R)-2-(5-methyl-isoxazol-3-ylsulfinamoyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-but-2-enoic acid 4-nitro-benzyl ester

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

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In chloroform; 1.) 20 min, -10 deg C, 2.) 1 h, r.t.;
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

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

Guidance literature:: Multi-step reaction with 4 steps

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

2: toluene / 2 h

3: 91 percent / triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

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

With N-chloro-succinimide; triethylamine; 3-chloro-benzenecarboperoxoic acid; calcium oxide; In dichloromethane; chloroform; 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

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

Guidance literature:: Multi-step reaction with 3 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.

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