Acetyl chloride → HCID 514011, compound

HRID 987993Notes

Reaction equation

[NH2:1][C@@H:2]([CH2:29][C:30]1[CH:39]=[CH:38][C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=1)[C:3]([NH:5][CH2:6][CH2:7][CH2:8][CH2:9][C@H:10]([N:13]([S:18]([C:21]1[CH:26]=[CH:25][C:24]([F:27])=[C:23]([NH2:28])[CH:22]=1)(=[O:20])=[O:19])[CH2:14][CH:15]([CH3:17])[CH3:16])[CH2:11][OH:12])=[O:4].[C:40](Cl)(=[O:42])[CH3:41]>>[C:40]([NH:1][C@@H:2]([CH2:29][C:30]1[CH:39]=[CH:38][C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=1)[C:3]([NH:5][CH2:6][CH2:7][CH2:8][CH2:9][C@H:10]([N:13]([S:18]([C:21]1[CH:26]=[CH:25][C:24]([F:27])=[C:23]([NH2:28])[CH:22]=1)(=[O:19])=[O:20])[CH2:14][CH:15]([CH3:16])[CH3:17])[CH2:11][OH:12])=[O:4])(=[O:42])[CH3:41]

Participants

Reactant 2

HCID 6367Acetyl chloride

HCID 514003HCID 514003, compound

Product 1

HCID 514011HCID 514011, compound

Procedure

The title compound was prepared from (2S,5S)-2-amino-N-{5-[(3-amino-4-fluoro-benzenesulfonyl)-isobutyl-amino]-6-hydroxy-hexyl}-3-naphthalen-2-yl-propionamide (example 81) as described in general procedure D using acetyl chloride. The final product was obtained in 26% yield.

Sources & evidence

ORD record: ord-c73b8efcea364cf7bd39a7a8affc5a86
Source dataset: uspto-grants-2003_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06632816B1

Reaction notes

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