2-(2-((4-Chlorobenzyl)carbamoyl)-1-methylhydrazinyl)acetic acid → (S)-tert-butyl 3-(2-(2-(4-chlorobenzylcarbamoyl)-1-methylhydrazinyl)acet-amido)-4-(((S)-1,1-diethoxypropan-2-yl)(quinolin-8-ylmethyl)amino)-4-oxobutanoate

HRID 718971Notes

Reaction equation

HRID 718971 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][NH:7][C:8]([NH:10][N:11]([CH2:13][C:14]([OH:16])=O)[CH3:12])=[O:9])=[CH:4][CH:3]=1.[NH2:19][C@H:20]([C:29]([N:31]([C@@H:43]([CH3:51])[CH:44]([O:48][CH2:49][CH3:50])[O:45][CH2:46][CH3:47])[CH2:32][C:33]1[CH:34]=[CH:35][CH:36]=[C:37]2[C:42]=1[N:41]=[CH:40][CH:39]=[CH:38]2)=[O:30])[CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][NH:7][C:8]([NH:10][N:11]([CH2:13][C:14]([NH:19][C@H:20]([C:29]([N:31]([C@@H:43]([CH3:51])[CH:44]([O:48][CH2:49][CH3:50])[O:45][CH2:46][CH3:47])[CH2:32][C:33]2[CH:34]=[CH:35][CH:36]=[C:37]3[C:42]=2[N:41]=[CH:40][CH:39]=[CH:38]3)=[O:30])[CH2:21][C:22]([O:24][C:25]([CH3:26])([CH3:28])[CH3:27])=[O:23])=[O:16])[CH3:12])=[O:9])=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 533975012-(2-((4-Chlorobenzyl)carbamoyl)-1-methylhydrazinyl)acetic acidHCID 67075453(S)-tert-butyl 3-amino-4-(((S)-1,1-diethoxypropan-2-yl)(quinolin-8-ylmethyl)amino)-4-oxobutanoate

Product 1

HCID 86698542(S)-tert-butyl 3-(2-(2-(4-chlorobenzylcarbamoyl)-1-methylhydrazinyl)acet-amido)-4-(((S)-1,1-diethoxypropan-2-yl)(quinolin-8-ylmethyl)amino)-4-oxobutanoate

Procedure

According to the procedure described in the synthesis method of Compound II-15, 2-(2-(4-chlorobenzylcarbamoyl)-1-methylhydrazinyl)acetic acid (Compound VI-7) 89 mg (0.33 mmol) was coupled with (S)-tert-butyl 3-amino-4-(((S)-1,1-diethoxypropan-2-yl)-(quinolin-8-ylmethyl)amino)-4-oxobutanoate (Compound IV-17) 100 mg (0.22 mmol) to obtain the title compound.

Sources & evidence

ORD record
ord-bd28000dee4643c8a0cddd26b8026382
Source dataset
uspto-grants-2015_11
Patent number
US09193734B2

Reaction notes

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