t-butoxycarbonyl-N-(6-methoxy-6-oxohexyl)-L-phenylalaninamide → N-(6-methoxy-6-oxohexyl)-L-phenylalaninamide monohydrochloride

HRID 3784

Reaction equation

HRID 3784 reaction equation
C(OC([NH:8][C@H:9]([C:17]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([O:27][CH3:28])=[O:26])=[O:18])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O)(C)(C)C.[ClH:29].O1CCOCC1>O1CCOCC1>[ClH:29].[CH3:28][O:27][C:25](=[O:26])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][NH:19][C:17](=[O:18])[C@H:9]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[NH2:8]

Participants

4

Reactant 2

HCID 12799279t-butoxycarbonyl-N-(6-methoxy-6-oxohexyl)-L-phenylalaninamideHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 70402980N-(6-methoxy-6-oxohexyl)-L-phenylalaninamide monohydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of the title compound of Example 2 (43.1 g, 0.11 mole) in 100 ml of dioxane was added 100 ml of 6M hydrogen chloride/dioxane. After about 30 min. the solution was concentrated in vacuo to dryness and the residue triturated thoroughly with diethyl ether. The solid was collected and washed well with diethyl ether, giving 34.7 g of the title compound, which was used in subsequent reactions without further purification.

Workup

  1. concentrationAfter about 30 min. the solution was concentrated in vacuo to dryness
  2. customthe residue triturated thoroughly with diethyl ether
  3. customThe solid was collected
  4. washwashed well with diethyl ether

Sources & evidence

ORD record
ord-dfc940d1027e4824b71c811ac0ae7fe4
Source dataset
uspto-grants-1988_02
Patent number
US04722922

Linked notes

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