Trifluoroacetic acid → (R)-4-Amino-6-(4-heptyloxy-phenyl)-4-methyl-hexanoic acid

HRID 12588Notes

Reaction equation

HRID 12588 reaction equation
C(OC([NH:8][C@:9]([CH3:31])([CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:19][CH:18]=1)[CH2:10][CH2:11][C:12]([OH:14])=[O:13])=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:8][C@:9]([CH3:31])([CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:19][CH:18]=1)[CH2:10][CH2:11][C:12]([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58897684HCID 58897684, compound

Product 1

HCID 11772019(R)-4-Amino-6-(4-heptyloxy-phenyl)-4-methyl-hexanoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of (R)-4-tert-butoxycarbonylamino-6-(4-heptyloxy-phenyl)-4-methyl-hexanoic acid (24 mg, 0.06 mMol) in CH2Cl2 (2 ml) is added trifluoroacetic acid (0.1 ml). The mixture is stirred at RT for 6.5 hours. After that time, the reaction mixture is concentrated under reduced pressure to give the title compound as an amorphous white powder. The crude product is sufficiently pure to be used without further purification.

Workup

  1. concentrationAfter that time, the reaction mixture is concentrated under reduced pressure

Sources & evidence

ORD record
ord-0013bc2581a94e40a5eb4281af024df5
Source dataset
uspto-grants-2010_06
Patent number
US07728020B2

Reaction notes

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