Methyl D-2-(4-fluorophenyl)glycinate

Base Information

• Chemical Name: Methyl D-2-(4-fluorophenyl)glycinate
• CAS No.: 170902-76-8
• Molecular Formula: C9H10FNO2
• Molecular Weight: 183.18
• Hs Code.: 2922499990
• European Community (EC) Number: 676-136-5
• DSSTox Substance ID: DTXSID90453263
• Wikidata: Q76416533
• Mol file: 170902-76-8.mol

Synonyms:Methyl D-2-(4-fluorophenyl)glycinate;170902-76-8;(R)-Methyl 2-amino-2-(4-fluorophenyl)acetate;methyl (2r)-2-amino-2-(4-fluorophenyl)acetate;(r)-amino-(4-fluoro-phenyl)-acetic acid methyl ester;SCHEMBL4063856;DTXSID90453263;MWURXQVPORPSQD-MRVPVSSYSA-N;MFCD07784109;AKOS006286645;methyl(R)-amino-(4-fluorophenyl)-acetate;methyl (R)-amino-(4-fluorophenyl)-acetate;CS-0200078;(R)-Methyl2-amino-2-(4-fluorophenyl)acetate;Methyl (R)-2-amino-2-(4-fluorophenyl)acetate;A811259;(r)-amino-(4-fluorophenyl)acetic acid methyl ester;(R)-Amino-(4-fluoro-phenyl)-acetic acid methyl ester (H-D-Phg(4-F)-OMe)

Chemical Property of Methyl D-2-(4-fluorophenyl)glycinate

Chemical Property:

• Vapor Pressure: 0.037mmHg at 25°C
• Boiling Point: 241.001°C at 760 mmHg
• Flash Point: 99.554°C
• PSA: 52.32000
• Density: 1.214g/cm³
• LogP: 1.69880
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 183.06955672
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

98.5% ^*data from raw suppliers

(R)-Methyl2-amino-2-(4-fluorophenyl)acetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl D-2-(4-fluorophenyl)glycinate

There total 16 articles about Methyl D-2-(4-fluorophenyl)glycinate 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: 100.0%

methanol (67-56-1) + (S)-2-amino-2-(4-fluorophenyl)acetic acid (19883-57-9) → (S)-methyl 2-amino-2-(4-fluorophenyl)acetate (170902-74-6,170902-76-8)

Guidance literature:

With thionyl chloride; for 2h; Reflux;

Reference yield: 96.4%

methanol (67-56-1) + (R)-2-(4-fluorophenyl)glycine (93939-74-3) → methyl (R)-amino-(4-fluorophenyl)-acetate (170902-76-8)

Guidance literature:

With thionyl chloride; at 0 - 75 ℃; for 2.16667h;

Reference yield: 87.0%

→ racemic α-amino-4-fluorobenzeneacetic acid methyl ester + α-amino-4-fluorobenzeneacetic acid methyl ester (42718-13-8,170902-76-8)

Guidance literature:

upstream raw materials:

methanol

(2RS)-N-(p-fluorophenyl)glycine

1-(4-fluorophenyl)ethanone

methyl (p-fluorobenzoyl)formate

Downstream raw materials:

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

(S)-2-amino-2-(4-fluorophenyl)acetic acid

methyl 4-benzoyl-2-(4-fluorophenyl)-5-(4-nitrophenyl)-2,5-dihydro-1H-pyrrole-2-carboxylate

methyl 4-benzoyl-2-(4-fluorophenyl)-5-(4-nitrophenyl)-2,5-dihydro-1H-pyrrole-2-carboxylate

Refernces

• 1、 -. "A class of 2 - substituted - (S)- (3 - mercapto -2 - methyl propionyl) - glycine derivatives of preparation and use (by machine translation)". Paragraph 0023. . Retrieved 2018/06/16.
• 2、 Drinkwater, Nyssa,Vinh, Natalie B.,Mistry, Shailesh N.,Bamert, Rebecca S.,Ruggeri, Chiara,Holleran, John P.,Loganathan, Sasdekumar,Paiardini, Alessandro,Charman, Susan A.,Powell, Andrew K.,Avery, Vicky M.,McGowan, Sheena,Scammells, Peter J.. "Potent dual inhibitors of Plasmodium falciparum M1 and M17 aminopeptidases through optimization of S1 pocket interactions". . p. 43 - 64. Retrieved 2016/01/30.