HCID 69650272, compound → 3-Amino-N-cyclopropyl-2-hydroxyhexanamide

HRID 2225011Notes

Reaction equation

HRID 2225011 reaction equation
C(OC(=O)[NH:10][CH:11]([CH:15]([C:17](=[O:22])[NH:18][CH:19]1[CH2:21][CH2:20]1)[OH:16])[CH2:12][CH2:13][CH3:14])C1C=CC=CC=1>CO>[CH:19]1([NH:18][C:17](=[O:22])[CH:15]([OH:16])[CH:11]([NH2:10])[CH2:12][CH2:13][CH3:14])[CH2:21][CH2:20]1

Participants

3

Reactant 1

HCID 69650272HCID 69650272, compound

Product 1

HCID 208049823-Amino-N-cyclopropyl-2-hydroxyhexanamideYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

[1-(Cyclopropylcarbamoyl-hydroxy-methyl)-butyl]-carbamic acid benzyl ester (48 g, 149.82 mmol) was dissolved in Methanol (1 L) and degassed with nitrogen for five minutes, palladium, 10 wt. % on activated carbon (2.5 g) was added, hydrogen was then added for 18 h. After 18 h the hydrogen was removed and the reaction was degassed with nitrogen and filtered the resulting filtrate was evaporated and dried under high vacuum to give a white solid 26.9 g, 144.42 mmol 97%.

Workup

  1. customdegassed with nitrogen for five minutes
  2. additionpalladium, 10 wt. % on activated carbon (2.5 g) was added
  3. additionhydrogen was then added for 18 h
  4. customAfter 18 h the hydrogen was removed
  5. customthe reaction was degassed with nitrogen
  6. filtrationfiltered the resulting filtrate
  7. customwas evaporated
  8. customdried under high vacuum

Sources & evidence

ORD record
ord-2317f805b5e940d7b3fc5d8be99dd3b5
Source dataset
uspto-grants-2008_05
Patent number
US07378422B2

Reaction notes

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