Diisopropylethylamine → HCID 10120784, compound

HRID 1071831Notes

Reaction equation

FC(F)(F)C([O-])=O.[NH2:8][C@H:9]([C@@H:17]([OH:29])[C@H:18]([OH:28])[CH2:19][CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[C:30]([C:33]1[CH:34]=[C:35]([CH:39]=[C:40]([C:42](=[O:50])[N:43]([CH2:47][CH2:48][CH3:49])[CH2:44][CH2:45][CH3:46])[CH:41]=1)[C:36](O)=[O:37])(=[O:32])[NH2:31].CCN(C(C)C)C(C)C>>[CH2:10]([C@H:9]([NH:8][C:36]([C:35]1[CH:34]=[C:33]([C:30]([NH2:31])=[O:32])[CH:41]=[C:40]([C:42]([N:43]([CH2:47][CH2:48][CH3:49])[CH2:44][CH2:45][CH3:46])=[O:50])[CH:39]=1)=[O:37])[C@@H:17]([OH:29])[C@H:18]([OH:28])[CH2:19][CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

Reactant 4

HCID 81531Diisopropylethylamine

HCID 84468Trifluoroacetate

HCID 223948913-Carbamoyl-5-dipropylcarbamoyl-benzoic acid

HCID 59067288HCID 59067288, compound

Product 1

HCID 10120784HCID 10120784, compound

Procedure

The trifluoroacetate salt of (2S,3R,4R)-2-amino-1,7-diphenyl-heptane-3,4-diol (0.1 mmol) was reacted with 3-carbamoyl-5-dipropylcarbamoyl-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-benzyl-2,3-dihydroxy-6-phenylhexyl]-N3 ,N3-dipropylbenzene-1,3,5-tricarboxamide. MS (ESI+) for C34H43N3O5 m/z 574 (M+H)+.

Sources & evidence

ORD record: ord-02e36555de4440ef9046f6b7949adf46
Source dataset: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06906104B2

Reaction notes

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