(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-methyl-6-phenylhexanoic acid cyclohexylamide

HRID 1373101Notes

Reaction equation

HRID 1373101 reaction equation
[CH:1]1([NH:7][C:8](=[O:30])[C@H:9]([CH3:29])[CH2:10][C@H:11]([OH:28])[C@@H:12]([NH:20]C(OC(C)(C)C)=O)[CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C12CC(CC1)CC2NC(=O)[C@H](C)C[C@H](O)[C@@H](N)CC1C=CC=CC=1>>[CH:1]1([NH:7][C:8](=[O:30])[C@H:9]([CH3:29])[CH2:10][C@H:11]([OH:28])[C@@H:12]([NH2:20])[CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]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 69507886(2R,4S,5S)-5-t-Butoxycarbonylamino-4-hydroxy-2-methyl-6-phenylhexanoic acid cyclohexylamide

Product 1

HCID 69508038(2R,4S,5S)-5-Amino-4-hydroxy-2-methyl-6-phenylhexanoic acid cyclohexylamide

Procedure

(2R,4S,5S)-5-t-Butoxycarbonylamino-4-hydroxy-2-methyl-6-phenylhexanoic acid cyclohexylamide (D9) (9.43 g) was deprotected in an analogous fashion to D4 to give D10 as a white solid (2 crops, 5.53 g).

Workup

  1. customto give D10 as a white solid (2 crops, 5.53 g)

Sources & evidence

ORD record
ord-0f92e76e5b09461182fabca64ccd569d
Source dataset
uspto-grants-2007_01
Patent number
US07160905B2

Reaction notes

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