3-[(Dipropylamino)carbonyl]-5-Ethylbenzoic Acid → N1-{(1S,2R)-1-benzyl-2-hydroxy-3-[(3-methylbenzyl)amino]propyl}-N3,N3-dipropylisophthalamide

HRID 1350944Notes

Reaction equation

HRID 1350944 reaction equation
F[C:2](F)(F)C(O)=O.[NH2:8][C@@H:9]([CH2:23][C:24]1[CH:29]=[C:28](F)[CH:27]=[C:26](F)[CH:25]=1)[C@H:10]([OH:22])[CH2:11][NH:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16](OC)[CH:15]=1.[CH2:32]([N:35]([CH2:49][CH2:50][CH3:51])[C:36]([C:38]1[CH:39]=[C:40]([CH:44]=[C:45](CC)[CH:46]=1)[C:41](O)=[O:42])=[O:37])[CH2:33][CH3:34]>>[CH2:23]([C@H:9]([NH:8][C:41](=[O:42])[C:40]1[CH:44]=[CH:45][CH:46]=[C:38]([C:36]([N:35]([CH2:32][CH2:33][CH3:34])[CH2:49][CH2:50][CH3:51])=[O:37])[CH:39]=1)[C@H:10]([OH:22])[CH2:11][NH:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH3:2])[CH:15]=1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 225936423-[(Dipropylamino)carbonyl]-5-Ethylbenzoic AcidHCID 69869154(2R,3S)-3-amino-4-(3,5-difluorophenyl)-1-[(3-methoxybenzyl)amino]-2-butanol Trifluoroacetate

Product 1

HCID 21085331N1-{(1S,2R)-1-benzyl-2-hydroxy-3-[(3-methylbenzyl)amino]propyl}-N3,N3-dipropylisophthalamide

Procedure

Following the general procedure of EXAMPLE 452 and making non-critical variations and using (2R,3S)-3-amino-4-(3,5-difluorophenyl)-1-[(3-methoxybenzyl)amino]-2-butanol trifluoroacetate (VIII, EXAMPLE 5) and reacting it with (CH3—O—CH2—CH2—)2N—CO—CO—OH (IX) where the attachment to the -phenyl-ring is 1,3- for the carbonyl groups, the title compound is obtained, MH+=570.3.

Sources & evidence

ORD record
ord-c349f5eb71674afbaea4474b07cb3ff6
Source dataset
uspto-grants-2007_05
Patent number
US07214715B2

Reaction notes

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