Bromo(phenyl)acetic acid → HCID 54289362, compound

HRID 653244Notes

Reaction equation

HRID 653244 reaction equation
[C:1]([O:4][C@@H:5]1[N:8]([Si:9]([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10])[C:7](=[O:16])[C@H:6]1[NH2:17])(=[O:3])[CH3:2].[Br:18][CH:19]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:20](O)=[O:21]>>[C:1]([O:4][C@@H:5]1[N:8]([Si:9]([C:12]([CH3:13])([CH3:15])[CH3:14])([CH3:10])[CH3:11])[C:7](=[O:16])[C@H:6]1[NH:17][C:20](=[O:21])[CH:19]([Br:18])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 97919Bromo(phenyl)acetic acidHCID 54259413HCID 54259413, compound

Product 1

HCID 54289362HCID 54289362, compoundYield 58.9%

Procedure

Following the procedure of Reference Example 16B but using 0.385 g of (3S,4S)-4-acetoxy-3-amino-1-t-butyldimethylsilyl-2-oxoazetidine and 0.384 g of 2-bromo-2-phenylacetic acid there is obtained 0.40 g of (3S,4S)-4-acetoxy-3-(2-bromo-2-phenylacetamido)-1-t-butyldimethylsilyl-2-oxoazetidine.

Sources & evidence

ORD record
ord-b68ef672f8734dc19f6e04966b6e959c
Source dataset
uspto-grants-1987_06
Patent number
US04675397

Reaction notes

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