Methyl (3r)-3-amino-4-(2,4,5-trifluorophenyl)butanoate

Basic Information

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CAS Number

881995-69-3

Molecular Formula

C11H12F3NO2

Molecular Weight

247.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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COC(=O)CC(CC1=CC(=C(C=C1F)F)F)N

InChI

InChI=1S/C11H12F3NO2/c1-17-11(16)4-7(15)2-6-3-9(13)10(14)5-8(6)12/h3,5,7H,2,4,15H2,1H3/t7-/m1/s1

InChIKey

AWFWTEYDIPQVSG-SSDOTTSWSA-N

LogP

1.5368000000000002

Topological Polar Surface Area

52.32 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

265

Synonyms & References

English

Benzenebutanoic acid, b-amino-2,4,5-trifluoro-, methyl ester, (bR)-
(R)-Sitagliptin Methyl-Ester Impurity
METHYL (3R)-3-AMINO-4-(2,4,5-TRIFLUOROPHENYL)BUTANOATE
Methyl (βR)-β-amino-2,4,5-trifluorobenzenebutanoate (ACI)
(3R)-Methyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate
(R)-Methyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate
Methyl (betaR)-beta-amino-2,4,5-trifluorobenzenebutanoate
methyl (3r)-3-amino-4-(2,4,5-trifluorophenyl)butanoate
(r)-methyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate
SCHEMBL743042
METHYL (.BETA.R)-.BETA.-AMINO-2,4,5-TRIFLUOROBENZENEBUTANOATE
Benzenebutanoicacid,b-aMino-2,4,5-trifluoro-,Methylester,(bR)-
(r)-methyl3-amino-4-(2,4,5-trifluorophenyl)butanoate
Z5P7N9X4XU
AWFWTEYDIPQVSG-SSDOTTSWSA-N
Methyl(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoate
AS-83391
Benzenebutanoicacid,b-aMino-2,4,5-trifluoro-,Methylester,(Br)
CS-0165426
881995-69-3
UNII-Z5P7N9X4XU
Benzenebutanoic acid, beta-amino-2,4,5-trifluoro-, methyl ester, (betaR)-
I12078
EN300-842335
BENZENEBUTANOIC ACID, .BETA.-AMINO-2,4,5-TRIFLUORO-, METHYL ESTER, (.BETA.R)-
(R)-Sitagliptin methyl ester
AKOS030525021
(R)-methyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate? (Sitagliptin Impurity pound(c)

MDL Number

MFCD26127272

FAQ

What are the physical and chemical properties of Methyl (3r)-3-amino-4-(2,4,5-trifluorophenyl)butanoate (CAS: 881995-69-3)?

Methyl (3r)-3-amino-4-(2,4,5-trifluorophenyl)butanoate (CAS: 881995-69-3) is a crystalline compound with a molecular weight of approximately 281.07 g/mol. It has a low solubility in water but is soluble in organic solvents like methanol and acetone. This compound is reactive, particularly with nucleophiles due to the amino group, and can undergo substitution reactions. It exhibits moderate reactivity in acidic and basic conditions.

How is Methyl (3r)-3-amino-4-(2,4,5-trifluorophenyl)butanoate (CAS: 881995-69-3) typically synthesized?

Methyl (3r)-3-amino-4-(2,4,5-trifluorophenyl)butanoate (CAS: 881995-69-3) is typically synthesized via a multi-step process involving the bromination of 2,4,5-trifluorobenzyl alcohol, followed by nucleophilic substitution with methylamine. This process utilizes a phase transfer catalyst and occurs in polar aprotic solvents. The yield is generally moderate to good, and the selectivity is high due to the steric strain in the 3r configuration.

What industries use Methyl (3r)-3-amino-4-(2,4,5-trifluorophenyl)butanoate (CAS: 881995-69-3)?

Methyl (3r)-3-amino-4-(2,4,5-trifluorophenyl)butanoate (CAS: 881995-69-3) is primarily used in the pharmaceutical industry for the synthesis of drugs targeting various diseases. It also finds applications in the polymer industry for the development of functional polymers with improved properties. Additionally, it can be used in the production of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling Methyl (3r)-3-amino-4-(2,4,5-trifluorophenyl)butanoate (CAS: 881995-69-3)?

When handling Methyl (3r)-3-amino-4-(2,4,5-trifluorophenyl)butanoate (CAS: 881995-69-3), proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat is essential. This compound should be handled in a well-ventilated area or a fume hood to avoid inhalation of fumes. Spills should be cleaned up with care, using appropriate absorbents and disposing of waste according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.