HCID 23387587, compound → HCID 23387491, compound

HRID 488993Notes

Reaction equation

HRID 488993 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>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

3

Reactant 1

HCID 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 tifluoroacetic 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-84f0f5b6966f4c03af75c5813411e95c
Source dataset
uspto-grants-2005_12
Patent number
US06974802B2

Reaction notes

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