Diisopropylethylamine → HCID 69747567, compound

HRID 1071826Notes

Reaction equation

F[C:2](F)(F)C([O-])=O.[F:8][C:9]1[CH:10]=[C:11]([CH:23]=[C:24]([F:26])[CH:25]=1)[CH2:12][C@H:13]([NH2:22])[C@@H:14]([OH:21])[C@H:15]([OH:20])[CH2:16][CH2:17][CH2:18][CH3:19].[CH3:27][C:28]1[CH:29]=[C:30]([CH:34]=[C:35]([C:37]([N:39]([CH2:43][CH2:44][CH3:45])[CH2:40][CH2:41][CH3:42])=[O:38])[CH:36]=1)[C:31](O)=[O:32].CCN(C(C)C)C(C)C>>[F:8][C:9]1[CH:10]=[C:11]([CH:23]=[C:24]([F:26])[CH:25]=1)[CH2:12][C@H:13]([NH:22][C:31](=[O:32])[C:30]1[CH:29]=[C:28]([CH3:27])[CH:36]=[C:35]([C:37]([N:39]([CH2:43][CH2:44][CH3:45])[CH2:40][CH2:41][CH3:42])=[O:38])[CH:34]=1)[C@@H:14]([OH:21])[C@H:15]([OH:20])[CH2:16][CH2:17][CH2:18][CH2:19][CH3:2]

Participants

Reactant 4

HCID 81531Diisopropylethylamine

HCID 84468Trifluoroacetate

HCID 11184883HCID 11184883, compound

HCID 113913935-methyl-N,N-dipropylisophthalamic acid

Product 1

HCID 69747567HCID 69747567, compound

Procedure

The trifluoroacetate salt of (1S,2R,3R)-1-(3,5-difluorobenzyl)-2,3-dihydroxyheptylamine (0.1 mmol) was reacted with 3-methyl-5-[(dipropylamino)carbonyl]benzoic acid as described in method A (addition of an extra equivalent of DIEA to neutralize the amine salt) to give N1-[(1S,2R,3R)-1-(3,5-Difluorobenzyl)-2,3-dihydroxy-octyl]-5-methyl-N3,N3-dipropyl-isophthalamide. MS (ESI+) for C29H40F2N2O4 m/z 519 (M+H)+.

Sources & evidence

ORD record: ord-3b1e1db239b6402db4501311c18ec90e
Source dataset: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06906104B2

Reaction notes

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