Cyclohexylamine → (2R,4S,5S)-5-t-Butoxycarbonylamino-4-hydroxy-2-methyl-6-phenylhexanoic acid cyclohexylamide

HRID 1373100Notes

Reaction equation

HRID 1373100 reaction equation
[CH:1]12C[CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[NH:8][C:9](=[O:31])[C@H:10]([CH3:30])[CH2:11][C@H:12]([OH:29])[C@@H:13]([NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C1(N)CCCCC1>>[CH:2]1([NH:8][C:9](=[O:31])[C@H:10]([CH3:30])[CH2:11][C@H:12]([OH:29])[C@@H:13]([NH:21][C:22]([O:24][C:25]([CH3:26])([CH3:27])[CH3:28])=[O:23])[CH2:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:1][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 7965CyclohexylamineHCID 86596503(2R,4S,5S)-5-t-Butoxycarbonylamino-4-hydroxy-2-methyl-6-phenylhexanoic acid (bicyclo[2.2.1]hept-2-yl)amide

Product 1

HCID 69507886(2R,4S,5S)-5-t-Butoxycarbonylamino-4-hydroxy-2-methyl-6-phenylhexanoic acid cyclohexylamide

Procedure

Prepared in an analogous manner to D3 using cyclohexylamine instead of (±)exo-norbornylamine.

Sources & evidence

ORD record
ord-d198941e9d5e47b4ac4db2c11263d6a5
Source dataset
uspto-grants-2007_01
Patent number
US07160905B2

Reaction notes

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