3-Cyclohexyl-L-alanine → Methyl 3-cyclohexyl-L-alaninate

HRID 361781Notes

Reaction equation

HRID 361781 reaction equation
N1CCC(CCCC(N(CC)CC(N[C@H](C([NH:24][C@H:25]([C:33]([OH:35])=[O:34])[CH2:26][CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)=O)CC(=O)O)=O)=O)CC1.[CH:38]1(C[C@@H](C(O)=O)N)CCCCC1>CO.Cl>[CH3:38][O:35][C:33](=[O:34])[C@H:25]([CH2:26][CH:27]1[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]1)[NH2:24]

Participants

5

Reactant 2

HCID 7124213-Cyclohexyl-L-alanineHCID 9984308169512-45-2

Product 1

HCID 13833920Methyl 3-cyclohexyl-L-alaninate

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

N-[N-[N-(4-(piperidin-4-yl)butanoyl)-N-ethylglycyl]aspartyl]-β-cyclohexylalanine ##STR6##A. β-cyclohexylalanine (1.12 g) is dissolved in of methanol (50 ml) and hydrogen chloride gas is bubbled through the solution for about 15 minutes. The solution is evaporated in vacuo and toluene azeotroped from the residue to give β-cyclohexyl-L-alanine methyl ester as the hydrochloride salt.

Workup

  1. customis bubbled through the solution for about 15 minutes
  2. customThe solution is evaporated in vacuo and toluene
  3. customazeotroped from the residue

Sources & evidence

ORD record
ord-e417ce7af4614a46b0fa417b1b4b4153
Source dataset
uspto-grants-1999_02
Patent number
US05866685

Reaction notes

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