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

Base Information

• Chemical Name: (2S)-2-amino-2-(4-methoxyphenyl)acetic acid
• CAS No.: 24593-48-4
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID20363543
• Nikkaji Number: J1.157.519F
• Mol file: 24593-48-4.mol

Synonyms:24593-48-4;(2S)-2-amino-2-(4-methoxyphenyl)acetic acid;(S)-2-AMINO-2-(4-METHOXYPHENYL)ACETIC ACID;4-Methoxy-L-phenylglycine;SCHEMBL7037842;Benzeneacetic acid, alpha-amino-4-methoxy-, (alphaS)-;DTXSID20363543;(S)-alpha-(4-methoxyphenyl)glycine;BS-48098;(S)-alpha-amino-4-methoxybenzeneacetic acid;CS-0186165;EN300-260138

Chemical Property of (2S)-2-amino-2-(4-methoxyphenyl)acetic acid

Chemical Property:

• Melting Point: 248-249 °C
• Boiling Point: 339.5±37.0 °C(Predicted)
• PKA: 2.09±0.10(Predicted)
• PSA: 72.55000
• Density: 1.246±0.06 g/cm3(Predicted)
• LogP: 1.47990
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

98%min ^*data from raw suppliers

L-4-METHOXYPHENYLGLYCINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(C(=O)O)N
• Isomeric SMILES: COC1=CC=C(C=C1)[C@@H](C(=O)O)N

Technology Process of (2S)-2-amino-2-(4-methoxyphenyl)acetic acid

There total 28 articles about (2S)-2-amino-2-(4-methoxyphenyl)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: 96.0%

(S)-N-Benzyl(4-methoxyphenyl)glycine → (2S)-2-amino-2-(4-methoxyphenyl)acetic acid (24593-48-4,19789-59-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; for 24h;

Reference yield: 95.0%

(S)-Amino-(4-methoxy-phenyl)-acetic acid benzyl ester; compound with toluene-4-sulfonic acid → (2S)-2-amino-2-(4-methoxyphenyl)acetic acid (24593-48-4,19789-59-4)

Guidance literature:

With sodium hydrogen telluride; In N,N-dimethyl-formamide; at 70 ℃; for 3.5h;

DOI:10.1080/00397919508011389

Reference yield: 45.0%

2-amino-2-(4-methoxyphenyl)acetonitrile (42456-26-8) → (2S)-2-amino-2-(4-methoxyphenyl)acetic acid (24593-48-4,19789-59-4) + D-(-)-4-methoxyphenylglycine amide (67412-96-8)

Guidance literature:

With potassium phosphate buffer; Rhodococcus sp. AJ₂₇₀ cells; In water; at 30 ℃; for 1.5h; pH=7.62;

DOI:10.1021/jo0256282

upstream raw materials:

DL-N-(chloroacetyl)-2-(4-methoxyphenyl)glycine

methyl 2-amino-2-(4-methoxyphenyl)acetate

chloroform

4-methoxy-benzaldehyde

Downstream raw materials:

(S)-2-amino-2-(4-methoxyphenyl)-1-ethanol

(S)-(N-benzyloxycarbonyl)-p-methoxyphenylglycine

(S)-hydroxyphenylglycine

Refernces

• 1、 Wang, Mei-Xiang,Lin, Shuang-Jun. "Practical and convenient enzymatic synthesis of enantiopure α-amino acids and amides". . p. 6542 - 6545. Retrieved 2007/10/03.
• 2、 Dave, Rajesh H.,Hosangadi, Bhaskar D.. "A simple and efficient diastereoselective Strecker synthesis of optically pure α-arylglycines". . p. 11295 - 11308. Retrieved 2007/10/03.