Phenylethanolamine → HCID 131725455, compound

HRID 1745080Notes

Reaction equation

HRID 1745080 reaction equation
C(O[C:6]([N:8]1[CH2:12][C:11](=[N:13][O:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([Cl:23])[CH:17]=2)[CH2:10][C@H:9]1[C:24]([OH:26])=O)=[O:7])(C)(C)C.[C:27](Cl)(=O)C.[NH2:31][CH2:32][CH:33]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[OH:34]>>[C:6]([N:8]1[CH2:12][C:11](=[N:13][O:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([Cl:23])[CH:17]=2)[CH2:10][C@H:9]1[C:24]([NH:31][CH2:32][CH:33]([OH:34])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:26])(=[O:7])[CH3:27]

Participants

4

Reactant 3

HCID 1000PhenylethanolamineHCID 6367Acetyl chlorideHCID 131725417(2S,4EZ)-1-(tert-butoxycarbonyl)-4-{[(3,4-dichlorobenzyl)oxy]imino}-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725455HCID 131725455, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-{[(3,4-dichlorobenzyl)oxy]imino}-2-pyrrolidinecarboxylic acid, acetyl chloride, and (1RS)-2-amino-1-phenylethanol the title compound was obtained in 48% purity by LC/MS. MS(ESI+): m/z=464.6.

Sources & evidence

ORD record
ord-85423c9c3b634bd19c3e2be98391d0fe
Source dataset
uspto-grants-2006_03
Patent number
US07018988B2

Reaction notes

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