HCID 22879349, compound → HCID 22879345, compound

HRID 2294720Notes

Reaction equation

HRID 2294720 reaction equation
[C:1]([O:5][C:6](=[O:37])[C@H:7]([CH2:26][C:27]([O:29]CC1C=CC=CC=1)=[O:28])[N:8]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:9][CH2:10][NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:22]([O:21][C:19]([N:8]([CH2:9][CH2:10][NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[C@H:7]([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:37])[CH2:26][C:27]([OH:29])=[O:28])=[O:20])([CH3:23])([CH3:24])[CH3:25]

Participants

4

Reactant 1

HCID 22879349HCID 22879349, compound

Product 1

HCID 22879345HCID 22879345, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 250 mg (0.48 mmol) of 3-[(benzyloxy)carbonyl]-N-[(tert-butoxy)carbonyl]-N-[-(1-tert-butoxyformamido)ethyl]-L-alanine tert-butyl ester and 50 mg of palladium/carbon (5%) in 10 ml of ethanol is hydrogenated at room temperature under normal pressure. Thereafter, the catalyst is filtered off and the solution is evaporated under reduced pressure. 1-tert-Butyl 4-hydrogen N-(tert-butoxycarbonyl)-N-[2-(1-tert-butoxyformamido)ethyl]-L-aspartate is obtained as a colourless foam: MS: 433 (M+H)+.

Workup

  1. customis hydrogenated at room temperature under normal pressure
  2. filtrationThereafter, the catalyst is filtered off
  3. customthe solution is evaporated under reduced pressure

Sources & evidence

ORD record
ord-628109fbccef49ffbd17e30b2b41e174
Source dataset
uspto-grants-1997_11
Patent number
US05688946

Reaction notes

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