Acetic Anhydride → HCID 69216200, compound

HRID 1392178Notes

Reaction equation

HRID 1392178 reaction equation
[Br:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][C@:7]23[CH2:14][C@H:13]([NH2:15])[CH2:12][N:11]2[C:10](=[O:16])[N:9]([C:17]2[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]([Cl:24])[CH:18]=2)[C:8]3=[O:25])=[CH:4][CH:3]=1.[C:28](OC(=O)C)(=[O:30])[CH3:29]>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C@:7]23[CH2:14][C@H:13]([NH:15][C:28](=[O:30])[CH3:29])[CH2:12][N:11]2[C:10](=[O:16])[N:9]([C:17]2[CH:18]=[C:19]([Cl:24])[CH:20]=[C:21]([Cl:23])[CH:22]=2)[C:8]3=[O:25])=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 69215776HCID 69215776, compound

Product 1

HCID 69216200HCID 69216200, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (5R,7S)-5-(4-Bromobenzyl)-3-(3,5-dichlorophenyl)-7-amino-1,3-diazabicyclo[3.3.0]octane-2,4-dione (0.103 g) in THF (4 mL) was added acetic anhydride (0.031 mL). After 5 hours, the reaction mixture was concentrated and purified by chromatography (silica gel: CH2Cl2, Chromatotron) to afford the titled compound (0.125 g) MS (m/z) 510 (MH+). mp 140.7° C.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. custompurified by chromatography (silica gel: CH2Cl2, Chromatotron)

Sources & evidence

ORD record
ord-eeeaefeaae4a4b599e723ad99d293e9f
Source dataset
uspto-grants-2008_03
Patent number
US07342012B2

Reaction notes

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