Trifluoroacetic acid → (R)-2-(5-benzyloxy-indol-1-yl)-propionic acid

HRID 734388Notes

Reaction equation

HRID 734388 reaction equation
C[N:2]1[CH2:12][CH:11](C2C=CC=C(N=C=S)C=2)[C:10]2[CH:9]=[C:8]([OH:22])[C:7](Cl)=[CH:6][C:5]=2[CH2:4][CH2:3]1.[C:24]([OH:30])(C(F)(F)F)=[O:25]>O.C(#N)C>[CH2:4]([O:22][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[N:2]([C@H:3]([CH3:4])[C:24]([OH:30])=[O:25])[CH:12]=[CH:11]2)[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 98195358-Chloro-5-(3-isothiocyanato-phenyl)-3-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ol

Product 1

HCID 57845433(R)-2-(5-benzyloxy-indol-1-yl)-propionic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

Reverse Phase HPLC conditions: Column: YMC-Pack ProC18 (AS-300), 50×4.6 mm (I.D.), S-5 μm, 12 nm (No. 040506614); Mobile Phase: A: 0.1% TFA in water; B: 0.1% TFA in acetonitrile; Gradient: 90-5% A (10-95% B) in 7 min.; Flow rate: 4.0 mL/min; Detector (UV): 220 nm. Retention time of title compound: 3.53 min.

Sources & evidence

ORD record
ord-b4632de6c91f4bcd8f86d42a54435f6d
Source dataset
uspto-grants-2009_09
Patent number
US07592361B2

Reaction notes

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