Benzoyl chloride → HCID 54492795, compound

HRID 1758866Notes

Reaction equation

[NH2:1][CH:2]([CH2:20][CH:21]([CH3:23])[CH3:22])[CH:3]([NH:7][CH:8]([C:10]([N:12]1[CH2:19][CH2:18][CH2:17][C@H:13]1[C:14]([OH:16])=[O:15])=[O:11])[CH3:9])[C:4]([OH:6])=[O:5].[C:24](Cl)(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[C:24]([NH:1][CH:2]([CH2:20][CH:21]([CH3:23])[CH3:22])[CH:3]([NH:7][CH:8]([C:10]([N:12]1[CH2:19][CH2:18][CH2:17][C@H:13]1[C:14]([OH:16])=[O:15])=[O:11])[CH3:9])[C:4]([OH:6])=[O:5])(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 54569997HCID 54569997, compound

Product 1

HCID 54492795HCID 54492795, compound

Procedure

A solution of N-(2-amino-1-carboxy-4-methylpentyl)-D,L-alanyl-L-proline (prepared as described in Example 78) in aqueous alkali is treated with benzoyl chloride to yield N-(2-benzamido-1-carboxy-4-methylpentyl)-D,L-alanyl-L-proline. The mass spectrum of disilylated material had peaks at 562 (M+ -15), 460,389 (base peak), 364,242 and 174 m/e.

Sources & evidence

ORD record: ord-3424714df8794494b39316c714f647b4
Source dataset: uspto-grants-1983_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04374829

Reaction notes

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