L-Isoleucine, methyl ester → HCID 131715626, compound

HRID 845198Notes

Reaction equation

HRID 845198 reaction equation
N[C@H](C(OC)=O)[C@H](CC)C.CC(C)(OC([NH:17][C@@H:18]([CH2:38][CH:39]([CH3:41])[CH3:40])[CH:19]([OH:37])[CH2:20][N:21]([CH:34]([CH3:36])[CH3:35])[C:22]([NH:24][C@H:25]([C:30]([O:32][CH3:33])=[O:31])[C@H:26]([CH2:28][CH3:29])[CH3:27])=[O:23])=O)C>Cl.O1CCOCC1>[NH2:17][C@@H:18]([CH2:38][CH:39]([CH3:40])[CH3:41])[CH:19]([OH:37])[CH2:20][N:21]([CH:34]([CH3:35])[CH3:36])[C:22]([NH:24][C@H:25]([C:30]([O:32][CH3:33])=[O:31])[C@H:26]([CH2:28][CH3:29])[CH3:27])=[O:23]

Participants

5

Reactant 2

HCID 75735L-Isoleucine, methyl esterHCID 131715627HCID 131715627, compound

Product 1

HCID 131715626HCID 131715626, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

The L-isoleucine, methyl ester, isomer A product from part (a) (0.25 g., 0.544 mmole) is dissolved in a solution of hydrochloric acid in dioxane (2N, 2.25 ml.). After keeping the solution at room temperature for 4 hours, it is evaporated in vacuo to give N-[[[(3S)-3-amino-2-hydroxy-5-methylhexyl](1-methylethyl)amino]carbonyl]-L-isoleucine, methyl ester, isomer A.

Workup

  1. customat room temperature
  2. customfor 4 hours
  3. customit is evaporated in vacuo

Sources & evidence

ORD record
ord-dd03c7b0a59c492ebf4c8b8ba692616d
Source dataset
uspto-grants-1988_07
Patent number
US04757050

Reaction notes

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