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

HRID 987945Notes

Reaction equation

HRID 987945 reaction equation
[N:1]1([C:7]([NH:9][C@@H:10]([CH:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:20]=[CH:19][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.[NH2:27][C:28]1[CH:33]=[CH:32][C:31]([S:34]([N:37]([C@H:42]([CH2:47][OH:48])[CH2:43][CH2:44][CH2:45][NH2:46])[CH2:38][CH:39]([CH3:41])[CH3:40])(=[O:36])=[O:35])=[CH:30][CH:29]=1>>[NH2:27][C:28]1[CH:33]=[CH:32][C:31]([S:34]([N:37]([CH2:38][CH:39]([CH3:41])[CH3:40])[C@H:42]([CH2:47][OH:48])[CH2:43][CH2:44][CH2:45][NH:46][C:11]([C@@H:10]([NH:9][C:7]([N:1]2[CH2:2][CH2:3][O:4][CH2:5][CH2:6]2)=[O:8])[CH:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:12])(=[O:36])=[O:35])=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 12986160(1S)-4-Amino-N-(4-amino-1-hydroxymethyl-butyl)-N-isobutyl-benzenesulfonamideHCID 12986168(2s)-2-[(Morpholine-4-carbonyl)-amino]-3,3-diphenyl-propionic acid

Product 1

HCID 513931N-[(1S)-1-[[(4S)-4-[(4-aminophenyl)sulfonyl-isobutyl-amino]-5-hydroxy-pentyl]carbamoyl]-2,2-diphenyl-ethyl]morpholine-4-carboxamide

Procedure

The title compound was prepared from general procedure A using (2S)-2-[(morpholine-4-carbonyl)-amino]-3,3-diphenyl-propionic acid and amine intermediate VII. The final product was obtained in 36% yield. Rf=0.15 EtOAc 100%.

Sources & evidence

ORD record
ord-30b78349ba55459aa32aa504198a84de
Source dataset
uspto-grants-2003_10
Patent number
US06632816B1

Reaction notes

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