(1S)-4-Amino-N-(4-amino-1-hydroxymethyl-butyl)-N-isobutyl-benzenesulfonamide → N-[(1S)-2-[[(4S)-4-[(4-aminophenyl)sulfonyl-isobutyl-amino]-5-hydroxy-pentyl]amino]-1-(1-naphthylmethyl)-2-oxo-ethyl]morpholine-4-carboxamide

HRID 987942Notes

Reaction equation

HRID 987942 reaction equation
[N:1]1([C:7]([NH:9][C@@H:10]([CH2:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][CH:16]=2)[C:11](O)=[O:12])=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[NH2:25][C:26]1[CH:31]=[CH:30][C:29]([S:32]([N:35]([C@H:40]([CH2:45][OH:46])[CH2:41][CH2:42][CH2:43][NH2:44])[CH2:36][CH:37]([CH3:39])[CH3:38])(=[O:34])=[O:33])=[CH:28][CH:27]=1>>[NH2:25][C:26]1[CH:31]=[CH:30][C:29]([S:32]([N:35]([CH2:36][CH:37]([CH3:39])[CH3:38])[C@H:40]([CH2:45][OH:46])[CH2:41][CH2:42][CH2:43][NH:44][C:11]([C@@H:10]([NH:9][C:7]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[O:8])[CH2:14][C:15]2[C:16]3[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:22]=[CH:23][CH:24]=2)=[O:12])(=[O:34])=[O:33])=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 12986160(1S)-4-Amino-N-(4-amino-1-hydroxymethyl-butyl)-N-isobutyl-benzenesulfonamideHCID 12986165(2s)-2-[(Morpholine-4-carbonyl)-amino]-3-naphthalen-1-yl-propionic acid

Product 1

HCID 513926N-[(1S)-2-[[(4S)-4-[(4-aminophenyl)sulfonyl-isobutyl-amino]-5-hydroxy-pentyl]amino]-1-(1-naphthylmethyl)-2-oxo-ethyl]morpholine-4-carboxamide

Procedure

The title compound was prepared from general procedure A using (2S)-2-[(morpholine-4-carbonyl)-amino]-3-naphthalen-1-yl-propionic acid and amine intermediate VII. The final product was obtained in 11% yield.

Sources & evidence

ORD record
ord-b77092e57f454b21ba7b2ae2519acdee
Source dataset
uspto-grants-2003_10
Patent number
US06632816B1

Reaction notes

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