120686-17-1

Basic information

• Product Name: TERT-BUTYL (3S)-3-AMINO-4-PHENYLBUTANOATE
• Synonyms: (S)-1,1-DIMETHYLETHYL-3-AMINO 4-PHENYLBUTANOATE;TERT-BUTYL (3S)-3-AMINO-4-PHENYLBUTANOATE;T-BUTYL(3S)-3-AMINO-4-PHENYLBUTANOATE;1,1-DIMETHYLETHYL (3S)-3-AMINO-4-PHENYLBUTANOATE;tert-Butyl (3S)-3-amino-4-phenylbutanoate,97%;(S)-tert-Butyl 3-amino-4-phenylbutanoate
• CAS NO: 120686-17-1
• Molecular Formula: C₁₄H₂₁NO₂
• Molecular Weight: 235.32
• Product Categories: pharmacetical
• Mol File: 120686-17-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 339.5 °C at 760 mmHg
• Flash Point: 187 °C
• Appearance: White or slightly yellow/Low Melting Solid
• Density: 1.028 g/cm³
• Vapor Pressure: 9.15E-05mmHg at 25°C
• Storage Temp.: 2-8°C
• CAS DataBase Reference: TERT-BUTYL (3S)-3-AMINO-4-PHENYLBUTANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL (3S)-3-AMINO-4-PHENYLBUTANOATE(120686-17-1)
• EPA Substance Registry System: TERT-BUTYL (3S)-3-AMINO-4-PHENYLBUTANOATE(120686-17-1)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-26
• Hazardous Substances Data: 120686-17-1(Hazardous Substances Data)

Usage

Chemical Properties

White or slightly yellow low melting solid

InChI:InChI=1/C14H21NO2/c1-14(2,3)17-13(16)10-12(15)9-11-7-5-4-6-8-11/h4-8,12H,9-10,15H2,1-3H3/p+1/t12-/m1/s1

Upstream product

• 74965-87-0 2,2-dimethyl-5-(2-phenylacetyl)-1,3-dioxane-4,6-dione 
• 103-82-2 phenylacetic acid 
• 87512-35-4 tert-butyl 3-amino-4-phenylbut-2-enoate 
• 26250-86-2 (S)-3-benzyloxycarbonylamino-4-phenylbutyric acid 
• 200267-79-4 (S)-3-Benzyloxycarbonylamino-4-phenyl-butyric acid tert-butyl ester 

Downstream Products

• 1455088-34-2 (S)-3-[(1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]-4-phenylbutyric acid 
• 1455093-14-7 (S)-3-[(1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]-4-phenylbutyric acid tert-butyl ester 
• 1370457-02-5 tert-butyl 4-[4-[({[(1S)-1-benzyl-3-tert-butoxy-3-oxopropyl]amino}carbonyl)amino]-6-(pyrazin-2-ylamino)-2,4'-bipyridin-2'-yl]piperazine-1-carboxylate 
• 1067647-31-7 C₂₈H₃₈N₂O₅ 
• 120686-39-7 (S)-3-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-4-phenyl-butyric acid tert-butyl ester 
• 120686-47-7 (S)-3-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-4-phenyl-butyric acid 
• 120686-30-8 (E)-3-((S)-1-tert-Butoxycarbonylmethyl-2-phenyl-ethylcarbamoyl)-4-phenyl-but-3-enoic acid 
• 120686-22-8 (E)-3-((S)-1-tert-Butoxycarbonylmethyl-2-phenyl-ethylcarbamoyl)-4-phenyl-but-3-enoic acid ethyl ester 

Relevant articles and documents

Chiral Lewis Base-Catalyzed, Enantioselective Reduction of Unprotected β-Enamino Esters with Trichlorosilane

Catalytic asymmetric reduction of N-unsubstituted β-enamino esters represents a major challenge for asymmetric catalysis. In this paper, the first organocatalytic system that could be used for the asymmetric hydrosilylation of N-unsubstituted β-enamino esters has been developed. Using N-tert-butylsulfinyl-L-proline-derived amides and L-pipecolinic acid-derived formamides as catalyst, a broad range of β-aryl- and β-alkyl-substituted free β-amino esters could be prepared with high yields and enantioselectivities. The practicality was illustrated by the gram-scale asymmetric synthesis of ethyl (R)-3-amino-3-phenylpropanoate and isopropyl (S)-3-amino-4-(2,3,5-trifluorophenyl)butanoate. The resulting product can be smoothly transformed to the FDA approved medicines dapoxetine and sitagliptin in a short synthetic route.