Trifluoroacetic acid → HCID 86753296, compound

HRID 355474Notes

Reaction equation

HRID 355474 reaction equation
C(OC([NH:8][CH2:9][C:10]1[CH:42]=[CH:41][C:13]([CH2:14][NH:15][C:16](=[O:40])[C@H:17]([C@@H:19]([C:21]([NH:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([CH2:31][NH:32]C(OC(C)(C)C)=O)=[CH:27][CH:26]=2)=[O:22])[OH:20])[OH:18])=[CH:12][CH:11]=1)=O)(C)(C)C.[F:43][C:44]([F:49])([F:48])[C:45]([OH:47])=[O:46]>>[F:43][C:44]([F:49])([F:48])[C:45]([OH:47])=[O:46].[F:43][C:44]([F:49])([F:48])[C:45]([OH:47])=[O:46].[NH2:8][CH2:9][C:10]1[CH:42]=[CH:41][C:13]([CH2:14][NH:15][C:16](=[O:40])[C@H:17]([C@@H:19]([C:21]([NH:23][CH2:24][C:25]2[CH:26]=[CH:27][C:28]([CH2:31][NH2:32])=[CH:29][CH:30]=2)=[O:22])[OH:20])[OH:18])=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 18666582HCID 18666582, compound

Product 1

HCID 86753296HCID 86753296, compound

Procedure

0.594 g of N,N'-bis-(4-tert.-butoxycarbonylaminomethyl-benzyl)-D-tartaramide was dissolved in 0.8 ml of trifluoroacetic acid at 0° C. and subsequently stirred at room temperature for 5 hours; the mixture was subsequently evaporated and the residue was treated with methylene chloride/ether (1:1). The precipitate which formed was filtered off. There was obtained N,N'-bis-(4-aminomethyl-benzyl)-D-tartaramide di(trifluoroacetate), MS: m/z 387.4 ([M+H]+).

Workup

  1. customthe mixture was subsequently evaporated
  2. additionthe residue was treated with methylene chloride/ether (1:1)
  3. customThe precipitate which formed
  4. filtrationwas filtered off

Sources & evidence

ORD record
ord-d27e6a8836864d269d703c54c6ea7517
Source dataset
uspto-grants-1998_11
Patent number
US05830920

Reaction notes

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