N2 (tert-butyloxycarbonyl)-N2-methyl-N-[3-(4-fluorophenyl)propyl]-D-alaninamide → N2 methyl-N-[3-(4-fluorophenyl)propyl]-D-alaninamide

HRID 484933Notes

Reaction equation

HRID 484933 reaction equation
[N:1]#[N:2].C(O[C:8]([N:10](C)[C@@H:11]([C:13]([NH:15][CH2:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)=[O:14])[CH3:12])=O)(C)(C)C>C(OCC)(=O)C.Cl>[N:1]#[N:2].[CH3:8][NH:10][C@@H:11]([C:13]([NH:15][CH2:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)=[O:14])[CH3:12]

Participants

3

Reactant 1

HCID 86740236N2 (tert-butyloxycarbonyl)-N2-methyl-N-[3-(4-fluorophenyl)propyl]-D-alaninamide

Product 1

HCID 86740238N2 methyl-N-[3-(4-fluorophenyl)propyl]-D-alaninamide

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

A solution of N2 -(tert-butyloxycarbonyl)-N2 -methyl-N-[3-(4-fluorophenyl)propyl]-D-alaninamide (2.77 g.) in hydrogen chloride-ethyl acetate (3.4N, 15 ml.) was stirred for thirty minutes at room temperature, then concentrated, affording N2 -methyl-N-[3-(4-fluorophenyl)propyl]-D-alaninamide as a crystalline solid (2.06 g., m.r. 148°-150° C.).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-a1c486ace1394ca3adea4e43c35df10b
Source dataset
uspto-grants-1985_08
Patent number
US04533655

Reaction notes

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