(S)-3-(3'-FLUOROPHENYL)ALANINE T-BUTYL ESTER

Base Information

• Chemical Name: (S)-3-(3'-FLUOROPHENYL)ALANINE T-BUTYL ESTER
• CAS No.: 309757-71-9
• Molecular Formula: C₁₃H₁₈FNO₂
• Molecular Weight: 239.29
• Mol file: 309757-71-9.mol

Synonyms:(S)-3-(3’-FLUOROPHENYL)ALANINE T-BUTYL ESTER;(S)-3-FLUOROPHENYLALANINE T-BUTYL ESTER;(S)-3-(3'-Fluorophenyl)alanine t-butyl ester

Chemical Property of (S)-3-(3'-FLUOROPHENYL)ALANINE T-BUTYL ESTER

Chemical Property:

• Boiling Point: 319.2±32.0 °C(Predicted)
• PKA: 7.32±0.10(Predicted)
• PSA: 52.32000
• Density: 1.102±0.06 g/cm3(Predicted)
• LogP: 2.73750

Purity/Quality:

98.5% ^*data from raw suppliers

Benzenepropanoicacid,?-amino-3-fluoro-,1,1-dimethylethylester,(?R)- 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-(3'-FLUOROPHENYL)ALANINE T-BUTYL ESTER

There total 10 articles about (S)-3-(3'-FLUOROPHENYL)ALANINE T-BUTYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

tert-butyl (3S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-(3'-fluorophenyl)propanoate (277745-39-8) → tert-butyl (S)-3-amino-3-(3'-fluorophenyl)propanoate (1393363-73-9,309757-71-9)

Guidance literature:

With Pd(OH)2/C (6% w/w); hydrogen; In methanol; at 20 ℃; for 24h; under 3800.26 Torr;

DOI:10.1016/j.tetasy.2012.07.001

Reference yield: 53.0%

tert-butyl (3R,αS)-3-(3-fluorophenyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate (309757-69-5) → tert-butyl (R)-3-(3-fluorophenyl)-3-aminopropanoate (309757-71-9)

Guidance literature:

With ammonium cerium(IV) nitrate; In acetonitrile; at 20 ℃;

Reference yield:

tert-butyl (3R,αS)-3-(3-fluorophenyl)-3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)propanoate (309757-67-3) → tert-butyl (R)-3-(3-fluorophenyl)-3-aminopropanoate (309757-71-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / aq. CAN / acetonitrile / 2 h / 20 °C

2: 53 percent / aq. CAN / acetonitrile / 20 °C

With ammonium cerium(IV) nitrate; In acetonitrile;

DOI:10.1039/b108573p

upstream raw materials:

tert-butyl (3R,αS)-3-(3-fluorophenyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

tert-butyl diethylphosphonoacetate

(E)-3-(3-fluorophenyl)acrylic acid tert-butyl ester

tert-butyl (3R,αS)-3-(3-fluorophenyl)-3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)propanoate

Downstream raw materials:

(R)-3-(tert-butoxycarbonylamino)-3-(3-fluorophenyl)propanoic acid