HCID 24773279, compound → HCID 67447453, compound

HRID 2362019Notes

Reaction equation

[CH2:1]([N:4]([C:16]([CH3:21])([CH3:20])[C:17]([OH:19])=O)[NH:5][C:6](=[O:15])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH:2]=[CH2:3].[NH2:22][C@@H:23]([CH2:46][C:47]1[CH:52]=[CH:51][C:50]([O:53][C:54]([CH3:57])([CH3:56])[CH3:55])=[CH:49][CH:48]=1)[C:24]([N:26]([CH2:38][CH:39]([O:43][CH2:44][CH3:45])[O:40][CH2:41][CH3:42])[CH2:27][C:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=[CH:30][CH:29]=1)=[O:25]>>[CH2:1]([N:4]([C:16]([CH3:21])([CH3:20])[C:17]([NH:22][C@@H:23]([CH2:46][C:47]1[CH:52]=[CH:51][C:50]([O:53][C:54]([CH3:56])([CH3:55])[CH3:57])=[CH:49][CH:48]=1)[C:24]([N:26]([CH2:38][CH:39]([O:43][CH2:44][CH3:45])[O:40][CH2:41][CH3:42])[CH2:27][C:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=[CH:30][CH:29]=1)=[O:25])=[O:19])[NH:5][C:6]([NH:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:15])[CH:2]=[CH2:3]

Participants

Reactant 2

HCID 24773279HCID 24773279, compound

HCID 67304006HCID 67304006, compound

Product 1

HCID 67447453HCID 67447453, compoundYield 128%

Procedure

According to the procedure described in the synthesis method of Compound II-1, 2-(1-allyl-2-(benzylcarbamoyl)hydrazinyl)-2-methylpropanoic acid (Compound VI-4) (317 mg, 1.1 mmol) was coupled with (S)-2-amino-3-(4-tert-butoxyphenyl)-N-(2,2-diethoxyethyl)-N-(naphthalen-1-ylmethyl)propanamide (Compound IV-2) (502 mg, 0.73 mmol) and the obtained residue was purified by silica gel column chromatography (eluent: chloroform:methanol=97:3) to obtain the title compound (716 mg, 128%).

Workup

customthe obtained residue was purified by silica gel column chromatography (eluent: chloroform:methanol=97:3)

Sources & evidence

ORD record: ord-e40579dd63054589ad368d9532f8dd1d
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08691819B2

Reaction notes

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