Trifluoroacetic acid → Methyl 5-amino-2-hydroxypentanoate

HRID 29747Notes

Reaction equation

HRID 29747 reaction equation
C(O)(C(F)(F)F)=O.[CH3:8][O:9][C:10](=[O:24])[CH:11]([OH:23])[CH2:12][CH2:13][CH2:14][NH:15]C(OC(C)(C)C)=O>C(Cl)Cl>[CH3:8][O:9][C:10](=[O:24])[CH:11]([OH:23])[CH2:12][CH2:13][CH2:14][NH2:15]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 543300255-Tert-butoxycarbonylamino-2-hydroxy-pentanoic acid methyl ester

Product 1

HCID 54185808Methyl 5-amino-2-hydroxypentanoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (2 mL) was added to a solution of 5-tert-butoxycarbonylamino-2-hydroxy-pentanoic acid methyl ester in methylene chloride (10 mL) and the mixture was stirred for 3 h and then concentrated under reduced pressure to give crude 5-amino-2-hydroxy-pentanoic acid methyl ester (1 g).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4ce8f4f97441444686cbcd0b3321a77e
Source dataset
uspto-grants-2008_09
Patent number
US07423012B2

Reaction notes

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