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

HRID 746226

Reaction equation

HRID 746226 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 6 M 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-a8253061bb62402c84afc3c652834177
Source dataset
uspto-grants-1986_07
Patent number
US04603121

Linked notes

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