Trifluoroacetic acid → HCID 54489133, compound

HRID 843747Notes

Reaction equation

HRID 843747 reaction equation
C([O:5][C:6](=[O:37])[CH2:7][C@@H:8]([CH2:35]O)[NH:9][C:10]([C@@H:12]1[CH2:17][CH2:16][CH2:15][N:14]([C:18](=[O:34])[CH2:19][CH2:20][CH:21]2[CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]2)[CH2:13]1)=[O:11])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH:24]1[CH2:23][CH2:22][CH:21]([CH2:20][CH2:19][C:18]([N:14]2[CH2:15][CH2:16][CH2:17][C@@H:12]([C:10]([NH:9][C@@H:8]3[CH2:35][O:37][C:6](=[O:5])[CH2:7]3)=[O:11])[CH2:13]2)=[O:34])[CH2:26][CH2:25]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86757993HCID 86757993, compound

Product 1

HCID 54489133HCID 54489133, compoundYield 127.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N-[(R)-1-{3-(1-tert-butoxycarbonyl-4-piperidyl)propionyl}-3-piperidylcarbonyl]-3(S)-hydroxymethyl-β-alanine tert-butyl ester (0.2 g) in dichloromethane (3 ml) was added trifluoroacetic acid (3 ml) at ambient temperature. After stirring for 1 hour, the mixture was evaporated in vacuo. The residue was dissolved in water and freeze-dried to give (S)-4-[(R)-1-{3-(4-piperidyl)propionyl}-3-piperidylcarbonylamino]-1,2,3,4-tetrahydro-2-furanone (0.17 g) as a pale yellow oil.

Workup

  1. customthe mixture was evaporated in vacuo
  2. dissolutionThe residue was dissolved in water
  3. customfreeze-dried

Sources & evidence

ORD record
ord-a91856602a5d43538a5250110d999db6
Source dataset
uspto-grants-2002_04
Patent number
US06380215B1

Reaction notes

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