(2S)-2-Amino-2-(3,4,5-trifluorophenyl)acetic acid

Base Information

• Chemical Name: (2S)-2-Amino-2-(3,4,5-trifluorophenyl)acetic acid
• CAS No.: 1022990-86-8
• Molecular Formula: C₈H₆F₃NO₂
• Molecular Weight: 205.136
• DSSTox Substance ID: DTXSID701247763
• Nikkaji Number: J3.666.671D
• Mol file: 1022990-86-8.mol

Synonyms:1022990-86-8;(S)-2-Amino-2-(3,4,5-trifluorophenyl)acetic acid;(2S)-2-Amino-2-(3,4,5-trifluorophenyl)acetic acid;DTXSID701247763;MFCD14562759;AKOS015923644;(S)-Amino(3,4,5-trifluorophenyl)acetic acid;J3.666.671D;N11271;(S)-2-Amino-2-(3,4,5-trifluorophenyl)aceticacid;(alphaS)-alpha-Amino-3,4,5-trifluorobenzeneacetic acid;(2S)-2-Amino-2-(3,4,5-trifluorophenyl)acetic acid (H-Phg(3,4,5-triF)-OH)

Chemical Property of (2S)-2-Amino-2-(3,4,5-trifluorophenyl)acetic acid

Chemical Property:

• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 205.03506292
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

97% ^*data from raw suppliers

(S)-2-Amino-2-(3,4,5-trifluorophenyl)aceticacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)F)F)C(C(=O)O)N
• Isomeric SMILES: C1=C(C=C(C(=C1F)F)F)[C@@H](C(=O)O)N

Technology Process of (2S)-2-Amino-2-(3,4,5-trifluorophenyl)acetic acid

There total 1 articles about (2S)-2-Amino-2-(3,4,5-trifluorophenyl)acetic acid 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: 75.0%

2-oxo-2-(3,4,5-trifluorophenyl)acetic acid → (S)-2-amino-2-(3,4,5-trifluorophenyl)acetic acid (1022990-86-8)

Guidance literature:

With ammonium hydroxide; D-glucose; ammonium chloride; NADH; sodium hydroxide; In aq. phosphate buffer; at 25 ℃; for 10h; pH=8; enantioselective reaction; Inert atmosphere; Enzymatic reaction;

DOI:10.1021/acs.joc.6b02979

Reference yield:

(S)-2-amino-2-(3,4,5-trifluorophenyl)acetic acid (1022990-86-8) → C26H26F3N3O5S

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate; iodine / tetrahydrofuran / 16 h / 0 - 55 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere; Reflux

2.1: sodium hydroxide / ethyl acetate / 0.5 h / Inert atmosphere

2.2: 1.5 h / 25 °C / Inert atmosphere

3.1: sodium methylate / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere

4.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.5 h / -25 - -15 °C / Inert atmosphere

With sodium tetrahydroborate; iodine; sodium methylate; methanesulfonyl chloride; triethylamine; sodium hydroxide; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/acs.joc.6b02979

Reference yield:

(S)-2-amino-2-(3,4,5-trifluorophenyl)acetic acid (1022990-86-8) → (S,E)-5-chloro-N-(2-hydroxy-1-(3,4,5-trifluorophenyl)ethyl)-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)pentanamide (1352130-00-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate; iodine / tetrahydrofuran / 16 h / 0 - 55 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere; Reflux

2.1: sodium hydroxide / ethyl acetate / 0.5 h / Inert atmosphere

2.2: 1.5 h / 25 °C / Inert atmosphere

With sodium tetrahydroborate; iodine; sodium hydroxide; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/acs.joc.6b02979

Downstream raw materials:

(S,E)-5-chloro-N-(2-hydroxy-1-(3,4,5-trifluorophenyl)ethyl)-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)pentanamide

(S,E)-1-(2-hydroxy-1-(3,4,5-trifluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)piperidin-2-one

(S,E)-1-(2-(aminooxy)-1-(3,4,5-trifluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)piperidin-2-one