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

HRID 1617136Notes

Reaction equation

HRID 1617136 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-d8e00b8440594fefb3b469ecc557632e
Source dataset
uspto-grants-2014_07
Patent number
US08765939B2

Reaction notes

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