Piperidin-4-ol → (2E)-5-Amino-3,5-dimethylhex-2-enoic acid N-((1R)-2-(biphenyl-4-yl)-1-{N-[(1R)-2-(4-hydroxypiperidin-1-yl)-2-oxo-1-((2-thienyl)methyl)ethyl]-N-methylcarbamoyl}ethyl)-N-methylamide

HRID 896938Notes

Reaction equation

HRID 896938 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C(O[C:13]([N:15]([C@H:17]([CH2:21][C:22]1[S:23][CH:24]=[CH:25][CH:26]=1)[C:18]([OH:20])=O)[CH3:16])=[O:14])(C)(C)C.C(O[C:32]([N:34]([C@H:36]([CH2:40][C:41]1[CH:46]=[CH:45][C:44]([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)=[CH:43][CH:42]=1)C(O)=O)[CH3:35])=[O:33])(C)(C)C.C(OC([NH:60][C:61]([CH3:70])([CH3:69])[CH2:62]/[C:63](/[CH3:68])=[CH:64]/C(O)=O)=O)(C)(C)C>>[C:44]1([C:47]2[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=2)[CH:43]=[CH:42][C:41]([CH2:40][C@@H:36]([N:34]([CH3:35])[C:32](=[O:33])/[CH:64]=[C:63](\[CH3:68])/[CH2:62][C:61]([NH2:60])([CH3:70])[CH3:69])[C:13](=[O:14])[N:15]([C@H:17]([CH2:21][C:22]2[S:23][CH:24]=[CH:25][CH:26]=2)[C:18]([N:5]2[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]2)=[O:20])[CH3:16])=[CH:46][CH:45]=1

Participants

5

Reactant 4

HCID 79341Piperidin-4-olHCID 10753633(2E)-5-tert-Butoxycarbonylamino-3,5-dimethylhex-2-enoic acidHCID 20694694N-Boc-N-methyl-3-(biphenyl-4-yl)-D-alanineHCID 54365014(2R)-2-(N-tert-butoxycarbonyl-N-methylamino)-3-(2-thienyl)propionic acid

Product 1

HCID 10952382(2E)-5-Amino-3,5-dimethylhex-2-enoic acid N-((1R)-2-(biphenyl-4-yl)-1-{N-[(1R)-2-(4-hydroxypiperidin-1-yl)-2-oxo-1-((2-thienyl)methyl)ethyl]-N-methylcarbamoyl}ethyl)-N-methylamide

Procedure

This compound was prepared as in example 1 but using 4-hydroxypiperidine, (2R)-2-(N-tert-butoxycarbonyl-N-methylamino)-3-(2-thienyl)propionic acid and (2R)-2-(N-tert-butoxycarbonyl-N-methylamino)-3-(biphenyl-4-yl)propionic acid and (2E)-5-tert-butoxycarbonylamino-3,5-dimethylhex-2-enoic acid as starting materials.

Workup

  1. customThis compound was prepared as in example 1

Sources & evidence

ORD record
ord-e0d931ba35d4401b95cccd0186fabf3e
Source dataset
uspto-grants-2005_07
Patent number
US06919315B1

Reaction notes

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