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Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid

Basic information Physical Form Safety Supplier Related

Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid Basic information

Product Name:
Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid
Synonyms:
  • Benzenebutanoicacid,b-[[(1,1-diMethylethoxy)carbonyl]aMino]-2,4,5-trifluoro-,(bR)-
  • (R)-Sitagliptin N-Boc-Acid IMpurity
  • Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid (3R)-N-(tert-Butoxycarbonyl)-3-amino-4-(2,4,5-trifluorophenyl)butanoic acid
  • Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid, >=99%
  • (3R)-N-Boc-3-amino-4-(2,4,5-trifluorophenyl)butanoic acid
  • (3R)-N-(tert-Butoxycarbonyl)-3-aMino-4-(2,4,5-trifluorophenyl)-butanoic acid- Boc-(R)-3-AMino-4-(2,4,5-trifluorophenyl) butanoic acid (BOC acid)
  • [[(1,1-diMethylethoxy)carbonyl]aMino]-2,4,5-trifluoro-(R)-benzenebuta
  • BOC-(R)-3-AMINO-4-(2,4,5-TRIFLUORO-PHENYL)-BUTYRIC ACID
CAS:
486460-00-8
MF:
C15H18F3NO4
MW:
333.31
EINECS:
691-120-8
Product Categories:
  • B-Amino
Mol File:
486460-00-8.mol
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Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid Chemical Properties

Melting point:
136-138℃
Boiling point:
443.1±45.0 °C(Predicted)
Density 
1.292±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form 
Solid
pka
4.30±0.10(Predicted)
color 
White to Off-White
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Safety Information

HazardClass 
IRRITANT
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Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid Usage And Synthesis

Physical Form

White to Yellow Solid

Description

Boc-(R) -3-amino-4 -(2,4, 5-trifluorophenyl) butyric acid is an important intermediate for the preparation of sitagliptin. Sitagliptinphosphate is the first dipeptidase -IV(dpp-4) inhibitor approved by FDA in 2006. It is used for the treatment of type II diabetes mellitus. It has obvious hypoglycemic effect when used alone or in combination with metformin and pioglitazone, and it is safe to take, well tolerated, with few adverse reactions.

Uses

(R)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoic Acid has been used as a reactant for the preparation of dipeptidyl peptidase-4 (DPP4) inhibitors for the treatment of type 2 diabetes, such as sitagliptin.

Synthesis

(R)-β-tert-butoxycarbonylamino-2,4,5-trifluorophenylbutyric acid ethyl ester could used as a starting material and followed by adding Methanol and LiOHH2O as reaction reagents. Adding dichloromethane to the concentrate and adjust the pH to 2 with 2N HCl. Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid could be obtained through further purification.

Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acidSupplier

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