Trifluoroacetic acid → (S)-3-(Benzyl((S)-1-phenylethyl)amino)heptanoic acid

HRID 2387789Notes

Reaction equation

HRID 2387789 reaction equation
[CH2:1]([N:8]([C@H:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH3:23])[C@@H:9]([CH2:18][CH2:19][CH2:20][CH3:21])[CH2:10][C:11]([O:13]C(C)(C)C)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:1]([N:8]([C@H:22]([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[CH3:23])[C@@H:9]([CH2:18][CH2:19][CH2:20][CH3:21])[CH2:10][C:11]([OH:13])=[O:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68104424(S)-tert-Butyl 3-(benzyl((S)-1-phenylethyl)amino)heptanoate

Product 1

HCID 68414644(S)-3-(Benzyl((S)-1-phenylethyl)amino)heptanoic acidYield 165.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product from step (ii) (12 g) was dissolved in DCM (40 mL) and TFA (2 mL) and the reaction mixture stirred for 24 h. The solvents were evaporated to give the subtitle compound 17 g.

Workup

  1. customThe solvents were evaporated

Sources & evidence

ORD record
ord-fd8c30d190f34c6b9d0683c009fca8f1
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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