Trifluoroacetic acid → HCID 23387491, compound

HRID 1790742Notes

Reaction equation

HRID 1790742 reaction equation
C([O:5][C:6](=[O:45])[CH:7]([O:27][C:28](=[O:44])[C@H:29]([CH:41]([CH3:43])[CH3:42])[NH:30][C:31]([O:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:32])[CH2:8][O:9][C:10](=[O:26])[C@H:11]([CH:23]([CH3:25])[CH3:24])[NH:12][C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[C:31]([NH:30][C@H:29]([C:28]([O:27][CH:7]([CH2:8][O:9][C:10](=[O:26])[C@H:11]([CH:23]([CH3:25])[CH3:24])[NH:12][C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[C:6]([OH:45])=[O:5])=[O:44])[CH:41]([CH3:42])[CH3:43])([O:33][CH2:34][C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)=[O:32]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23387587HCID 23387587, compound

Product 1

HCID 23387491HCID 23387491, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of t-butyl -2,3-bis-(N-CBz-L-valyloxy)-propionate (7.2 g, 11.4 mmole) in dichloromethane (25 ml) was added trifluoroacetic acid (25 ml) and the solution was stirred for five hours at room temperature. The solution was evaporated under reduced pressure and coevaporated two times with toluene. The product was isolated by silica gel column chromatography. Yield: 5.9 g=90%

Workup

  1. customThe solution was evaporated under reduced pressure
  2. customThe product was isolated by silica gel column chromatography

Sources & evidence

ORD record
ord-0560d91a7a5847519b31a7e0a7966b24
Source dataset
uspto-grants-2006_07
Patent number
US07071173B2

Reaction notes

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