(S)-Amino-(4-fluoro-phenyl)-acetic acid hydrochloride

Base Information

• Chemical Name: (S)-Amino-(4-fluoro-phenyl)-acetic acid hydrochloride
• CAS No.: 185994-15-4
• Molecular Formula: C₈H₈FNO₂*ClH
• Molecular Weight: 205.616
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID90704222
• Mol file: 185994-15-4.mol

Synonyms:185994-15-4;L-P-FLUOROPHENYLGLYCINE HCL;(S)-AMINO-(4-FLUORO-PHENYL)-ACETIC ACID HYDROCHLORIDE;(2S)-2-amino-2-(4-fluorophenyl)acetic acid;hydrochloride;(S)-Amino-(4-fluoro-phenyl)-acetic acid, HCl;L-4-FLUOROPHENYLGLYCINE HYDROCHLORIDE;(S)-4-Fluorophenylglycine HCl;SCHEMBL23112807;DTXSID90704222;AAUCORGIJVVECX-FJXQXJEOSA-N;L-p-Fluorophenylglycine hydrochloride;MFCD06796581;AKOS015923316;AS-37760;CS-0170970;(S)-2-Amino-2-(4-fluorophenyl)aceticacidhydrochloride;L-p-Fluorophenylglycine HCl (H-L-Phg(4-F)-OH.HCl);(2S)-Amino(4-fluorophenyl)acetic acid--hydrogen chloride (1/1)

Chemical Property of (S)-Amino-(4-fluoro-phenyl)-acetic acid hydrochloride

Chemical Property:

• PSA: 63.32000
• LogP: 2.41240
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 205.0305844
• Heavy Atom Count: 13
• Complexity: 166

Purity/Quality:

95% ^*data from raw suppliers

L-P-FluorophenylglycineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C(=O)O)N)F.Cl
• Isomeric SMILES: C1=CC(=CC=C1[C@@H](C(=O)O)N)F.Cl

Technology Process of (S)-Amino-(4-fluoro-phenyl)-acetic acid hydrochloride

There total 3 articles about (S)-Amino-(4-fluoro-phenyl)-acetic 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: 63.0%

(S,S)-α-(4-fluorophenyl)-α-[1-(4-methoxyphenyl)ethylamino]acetonitrile hydrochloride (1313219-23-6) → (S)-α-amino-α-(4-fluorophenyl)acetic acid hydrochloride (185994-15-4)

Guidance literature:

With hydrogenchloride; water; at 90 ℃;

DOI:10.1021/jo200528s

Reference yield:

4-fluorobenzaldehyde (459-57-4) → (S)-α-amino-α-(4-fluorophenyl)acetic acid hydrochloride (185994-15-4)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; water / 16 h / 20 °C

2: hydrogenchloride; water / 90 °C

With hydrogenchloride; water; In methanol; water; 1: Strecker amino acid synthesis;

DOI:10.1021/jo200528s

Reference yield:

(S)-2-(4-fluorophenyl)-2-(((S)-1-(4-methoxyphenyl)ethyl)amino)acetonitrile hydrochloride → (S)-α-amino-α-(4-fluorophenyl)acetic acid hydrochloride (185994-15-4) + (R)-(p-Fluorophenyl)glycine hydrochloride (144744-41-2)

Guidance literature:

With hydrogenchloride; In water; for 5h; Overall yield = 78%; Overall yield = 308 mg; Reflux;

DOI:10.1002/anie.201309682

upstream raw materials:

(S,S)-α-(4-fluorophenyl)-α-[1-(4-methoxyphenyl)ethylamino]acetonitrile hydrochloride

4-fluorobenzaldehyde

Downstream raw materials:

(S)-methyl 2-amino-2-(4-fluorophenyl)acetate hydrochloride

(S)-2-amino-2-(4-fluorophenyl)acetohydrazide

Refernces

• 1、 Perez-Fuertes, Yolanda,Taylor, James E.,Tickell, David A.,Mahon, Mary F.,Bull, Steven D.,James, Tony D.. "Asymmetric strecker synthesis of α-arylglycines". experimental part. p. 6038 - 6047. Retrieved 2011/10/08.