N-[4-pivaloyloxymethoxycarbonyl-(R*,R*)-2,4-dibenzylbutyryl]-L-leucine benzyl ester → HCID 14997138, compound

HRID 1493445Notes

Reaction equation

HRID 1493445 reaction equation
C([O:8][C:9](=[O:46])[C@H:10]([CH2:42][CH:43]([CH3:45])[CH3:44])[NH:11][C:12](=[O:41])[C@@H:13]([CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[CH2:14][C@@H:15]([C:23]([O:25][CH2:26][O:27][C:28](=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30])=[O:24])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)C1C=CC=CC=1>C(O)C.[Pd]>[C:28]([O:27][CH2:26][O:25][C:23]([C@@H:15]([CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[CH2:14][C@H:13]([CH2:34][C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)[C:12]([NH:11][C@H:10]([C:9]([OH:46])=[O:8])[CH2:42][CH:43]([CH3:44])[CH3:45])=[O:41])=[O:24])(=[O:33])[C:29]([CH3:30])([CH3:31])[CH3:32]

Participants

4

Reactant 1

HCID 14997137N-[4-pivaloyloxymethoxycarbonyl-(R*,R*)-2,4-dibenzylbutyryl]-L-leucine benzyl ester

Product 1

HCID 14997138HCID 14997138, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

0.85 g of N-[4-pivaloyloxymethoxycarbonyl-(R*,R*)-2,4-dibenzylbutyryl]-(L)-leucine benzyl ester in 20 ml of ethanol is hydrogenated at atmospheric pressure in the presence of 0.1 g of 5% palladium on carbon. The reaction is filtered and evaporated to give N-[4-pivaloyloxymethoxycarbonyl-(R*,R*)-2,4-dibenzylbutyryl]-(L)-leucine.

Workup

  1. filtrationThe reaction is filtered
  2. customevaporated

Sources & evidence

ORD record
ord-3d3b1d8d34d14e3cb39b655974c4e62d
Source dataset
uspto-grants-1991_06
Patent number
US05021430

Reaction notes

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