HCID 69269265, compound → HCID 10192753, compound

HRID 132634Notes

Reaction equation

HRID 132634 reaction equation
C[O:2][C:3](=[O:18])[CH2:4][C@@H:5]([NH2:17])[CH2:6][C@H:7]([CH3:16])[CH2:8][CH2:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>Cl>[NH2:17][C@@H:5]([CH2:6][C@H:7]([CH3:16])[CH2:8][CH2:9][CH:10]1[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]1)[CH2:4][C:3]([OH:18])=[O:2]

Participants

3

Reactant 1

HCID 69269265HCID 69269265, compound

Product 1

HCID 10192753HCID 10192753, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A flask was charged with 0.356 g of (3S,5R)-3-amino-7-cyclohexyl-5-methyl-heptanoic acid methyl ester and 20 mL of 3 M HCl, and the mixture was heated at reflux overnight. The mixture was cooled to room temperature and the solvent was removed under reduced pressure. This provided 0.340 g (88%) of a white solid HCl salt: 1H NMR (400 MHz, CD3OD) δ ppm 0.87 (s, 2H) 0.95 (d, J=6.34 Hz, 3H) 1.21 (m, 6H) 1.35 (m, 1H) 1.43 (ddd, J=13.85, 8.24, 5.98 Hz, 1H) 1.55 (ddd, J=12.81, 6.34, 6.22 Hz, 1H) 1.64 (dd, J=8.30, 5.37 Hz, 2H) 1.71 (m, 5H) 2.57 (dd, J=17.45, 7.44 Hz, 1H) 2.70 (m, 1H) 3.59 (m, J=7.72, 7.72, 5.73, 5.43 Hz, 1H). MS (APCI) m+1/z=242.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux overnight
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-59e30cddbecc4c61bd7424eb6e2104b3
Source dataset
uspto-grants-2008_06
Patent number
US07388023B2

Reaction notes

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