HCID 18465758, compound → HCID 22094357, compound

HRID 502321Notes

Reaction equation

HRID 502321 reaction equation
[CH2:1]([C:8]1[N:13]([CH2:14]C(O)=O)[C:12](=[O:18])[C:11]([NH:19][C:20](=[O:29])[CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O[C:34]([NH:36][CH:37]([C:46](=[O:57])[CH2:47][O:48][CH2:49][C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][C:51]=1[Cl:56])[CH2:38][C:39]([O:41]C(C)(C)C)=[O:40])=[O:35])C=C>>[CH2:1]([C:8]1[N:13]([CH2:14][C:34]([NH:36][CH:37]([C:46](=[O:57])[CH2:47][O:48][CH2:49][C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][C:51]=2[Cl:56])[CH2:38][C:39]([OH:41])=[O:40])=[O:35])[C:12](=[O:18])[C:11]([NH:19][C:20](=[O:29])[CH2:21][CH2:22][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 18465758HCID 18465758, compoundHCID 18468942HCID 18468942, compound

Product 1

HCID 22094357HCID 22094357, compound

Procedure

N-2-(6-Benzyl-1,2-dihydro-2-oxo-3-(3-phenylpropionyl)amino-1-pyridyl)acetyl-3-amino-5-(2-chlorobenzyloxy)-4-oxo-pentanoic acid (90) was prepared from 52b and (3S) t-butyl N-(allyloxycarbonyl)-3-amino-5-(2-chlorophenyl-methoxyl)-4-oxo-pentanoate (prepared by a similar method as 82) to give a white solid: 1H NMR (DMSO-d6) δ 9.2 (s, 1H), 8.75 (d, 1H), 7.7-7.1 (m, 14H), 6.4 (d, 1H), 4.65 (d, 6H), 4.56 (s, 1H), 4.6-4.35 (dd, 1H), 3.9 (s, 2H), 2.9-2.6 (m, 6H)

Workup

  1. customprepared by a similar method as 82)
  2. customto give a white solid

Sources & evidence

ORD record
ord-9625347f3c904bb3ae36b8eaba95ce84
Source dataset
uspto-grants-2010_08
Patent number
US07772366B2

Reaction notes

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