Acetic Acid → HCID 86592535, compound

HRID 1374444Notes

Reaction equation

HRID 1374444 reaction equation
C(OC([NH:11][C@H:12]([CH2:22][CH3:23])/[CH:13]=[CH:14]/[C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])=O)C1C=CC=CC=1.C(O)(=O)C>CO.[C].[Pd]>[C:15]([OH:17])(=[O:16])[CH3:14].[NH2:11][C@H:12]([CH2:22][CH3:23])[CH2:13][CH2:14][C:15]([O:17][C:18]([CH3:20])([CH3:19])[CH3:21])=[O:16]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 11209387HCID 11209387, compound

Product 1

HCID 86592535HCID 86592535, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of tert-butyl (2E, 4R)-4-{[(benzyloxy)carbonyl]amino}-2-hexenoate (9.73 g, 30.5 mmol) in methanol (200 ml) were added acetic acid (3.5 ml, 61 mmol) and 10% Palladium carbon (3.2 g). The mixture was stirred under hydrogen atmosphere for 7 hours. Catalyst was filtered off under a nitrogen atomosphere and the filtrate was condensed with an evaporator to give tert-butyl (4R)-4-aminohexanoate acetic acid salt (7.5 g, quantitatively).

Workup

  1. filtrationCatalyst was filtered off under a nitrogen atomosphere
  2. customcondensed
  3. customwith an evaporator

Sources & evidence

ORD record
ord-f528d9a8635d495f8649a9c91276e5ea
Source dataset
uspto-grants-2007_01
Patent number
US07163936B2

Reaction notes

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