(2R,4S,5S)-5-Amino-4-hydroxy-2-methyl-6-phenylhexanoic acid (bicyclo[2.2.1]hept-2-yl)amide → (2R,4S,5S)-5-Amino-4-hydroxy-2-(3-methyl-butyl)-6-phenyl-hexanoic acid bicyclo[2.2.1]hept-2-ylamide

HRID 1373099Notes

Reaction equation

HRID 1373099 reaction equation
C(OC(=O)[NH:7][C@@H:8]([CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C@@H:9]([OH:27])[CH2:10][C@H:11]([C:17](=[O:26])[NH:18][CH:19]1[CH2:24][CH:23]2[CH2:25][CH:20]1[CH2:21][CH2:22]2)[CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])(C)(C)C.C12CC(CC1)CC2NC(=O)[C@H](C)C[C@H](O)[C@@H](N)CC1C=CC=CC=1>>[CH:20]12[CH2:25][CH:23]([CH2:22][CH2:21]1)[CH2:24][CH:19]2[NH:18][C:17](=[O:26])[C@H:11]([CH2:12][CH2:13][CH:14]([CH3:15])[CH3:16])[CH2:10][C@H:9]([OH:27])[C@@H:8]([NH2:7])[CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 68889549(2R,4S,5S)-5-Amino-4-hydroxy-2-methyl-6-phenylhexanoic acid (bicyclo[2.2.1]hept-2-yl)amideHCID 69508375[(1S,2S,4R)-1-Benzyl-4-(bicyclo[2.2.1]hept-2-ylcarbamoyl)-2-hydroxy-7-methyl-octyl]carbamic acid tert-butyl ester

Product 1

HCID 69507585(2R,4S,5S)-5-Amino-4-hydroxy-2-(3-methyl-butyl)-6-phenyl-hexanoic acid bicyclo[2.2.1]hept-2-ylamide

Procedure

D8 was prepared from D7 by the method described in D4, as a white foam (100%).

Sources & evidence

ORD record
ord-f0708453b94e451ea24ee1dabb2ecb53
Source dataset
uspto-grants-2007_01
Patent number
US07160905B2

Reaction notes

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