(2R,3S)-2-amino-3-fluoro-3-phenylpropanoic acid hydrochloride

Base Information

• Chemical Name: (2R,3S)-2-amino-3-fluoro-3-phenylpropanoic acid hydrochloride
• CAS No.: 1249791-83-0
• Molecular Formula: C₉H₁₀FNO₂*ClH
• Molecular Weight: 219.643
• Mol file: 1249791-83-0.mol

Synonyms:(2R,3S)-2-amino-3-fluoro-3-phenylpropanoic acid hydrochloride

Chemical Property of (2R,3S)-2-amino-3-fluoro-3-phenylpropanoic acid hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-2-amino-3-fluoro-3-phenylpropanoic acid hydrochloride

There total 3 articles about (2R,3S)-2-amino-3-fluoro-3-phenylpropanoic acid hydrochloride 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: 66.0%

tert-butyl (2S,3S,αR)-2-[N-benzyl-N-(α-methylbenzyl)amino]-3-azido-3-phenylpropanoate → (2R,3S)-2-amino-3-fluoro-3-phenylpropanoic acid hydrochloride (1249791-83-0)

Guidance literature:

tert-butyl (2S,3S,αR)-2-[N-benzyl-N-(α-methylbenzyl)amino]-3-azido-3-phenylpropanoate; With sodium bromate; In water; ethyl acetate; at 20 ℃; for 0.166667h;

With sodium dithionite; In water; ethyl acetate; at 20 ℃; for 4h;

With hydrogenchloride; In diethyl ether; water;

DOI:10.1021/acs.orglett.5b00880

Reference yield: 47.0%

tert-butyl (2R,3S,αR)-2-[N-(α-methylbenzyl)amino]-3-fluoro-3-phenylpropanoate → (2R,3S)-2-amino-3-fluoro-3-phenylpropanoic acid hydrochloride (1249791-83-0)

Guidance literature:

tert-butyl (2R,3S,αR)-2-[N-(α-methylbenzyl)amino]-3-fluoro-3-phenylpropanoate; With sodium bromate; In water; ethyl acetate; at 20 ℃; for 0.166667h;

With sodium dithionite; In water; ethyl acetate; at 20 ℃; for 1h;

With hydrogenchloride; In diethyl ether; water;

DOI:10.1021/acs.orglett.5b00880

Reference yield:

tert-butyl (2R,3S,αR)-2-[N-allyl-N-(α-methylbenzyl)amino]-3-fluoro-3-phenylpropanoate → (2R,3S)-2-amino-3-fluoro-3-phenylpropanoic acid hydrochloride (1249791-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 12 h / 20 °C / Inert atmosphere

2.1: sodium bromate / water; ethyl acetate / 0.17 h / 20 °C

2.2: 1 h / 20 °C

With sodium bromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; In dichloromethane; water; ethyl acetate;

DOI:10.1021/acs.orglett.5b00880

Downstream raw materials:

(2R,3S)-methyl 2-amino-3-fluoro-3-phenylpropanoate hydrochloride