(S)-2-(Methylamino)-2-phenylacetic acid

Base Information

• Chemical Name: (S)-2-(Methylamino)-2-phenylacetic acid
• CAS No.: 2611-88-3
• Molecular Formula: C9H11 N O2
• Molecular Weight: 165.192
• Hs Code.: 2922499990
• European Community (EC) Number: 807-146-1
• DSSTox Substance ID: DTXSID80350515
• Nikkaji Number: J680.854I
• Wikidata: Q27463434
• Mol file: 2611-88-3.mol

Synonyms:2611-88-3;(S)-2-(METHYLAMINO)-2-PHENYLACETIC ACID;N-ME-PHG-OH;(2S)-2-(methylamino)-2-phenylacetic acid;N-METHYL-ALPHA-PHENYL-GLYCINE;H-L-MePhg-OH;H-MePhg-OH;l-alpha-phenylsarcosine;SCHEMBL5225847;DTXSID80350515;HGIPIEYZJPULIQ-QMMMGPOBSA-N;AM9259;METHYLAMINO-PHENYL-ACETIC ACID;AKOS006272901;(2S)-(Methylamino)(phenyl)acetic acid;(2S)-(methylamino)(phenyl)ethanoic acid;AS-42707;CS-0312163;(S)-2-(METHYLAMINO)-2-PHENYLACETICACID;Benzeneacetic acid, alpha-(methylamino)-, (alphaS)-;Q27463434

Chemical Property of (S)-2-(Methylamino)-2-phenylacetic acid

Chemical Property:

• Melting Point: 245-246 °C
• Boiling Point: 275.0±28.0 °C(Predicted)
• PKA: 1.86±0.10(Predicted)
• PSA: 49.33000
• Density: 1.155±0.06 g/cm3(Predicted)
• LogP: 1.42260
• Storage Temp.: Store at RT.
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

98.5% ^*data from raw suppliers

N-Methyl-L-phenylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-2-(Methylamino)-2-phenylacetic acid

There total 15 articles about (S)-2-(Methylamino)-2-phenylacetic 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: 98.0%

methylamine hydrochloride (593-51-1) + Benzoylformic acid (611-73-4) → (S)-(+)-α-methylamino phenylacetic acid (2611-88-3)

Guidance literature:

With D-glucose; Escherichia coli BL₂₁(DE₃) expressing dehydrogenase; nicotinamide adenine dinucleotide phosphate; at 30 ℃; for 7h; pH=8.0 - 9.0;

DOI:10.1016/j.tetasy.2004.06.030

Reference yield: 72.0%

(2S)-(methyl{[(phenylmethyl)oxy]carbonyl}amino)(phenyl)ethanoic acid (220808-97-9) → (S)-(+)-α-methylamino phenylacetic acid (2611-88-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃;

DOI:10.1071/CH99082

Reference yield: 70.0%

(R)-2-chloro-2-phenylacetic acid (43195-94-4) + methylamine (74-89-5) → (S)-(+)-α-methylamino phenylacetic acid (2611-88-3)

Guidance literature:

In tetrahydrofuran; at 15 ℃; Autoclave; Sealed tube;

upstream raw materials:

2-methylamino-2-phenylacetic acid

(S)-(Dimethylamino-methyleneamino)-phenyl-acetic acid methyl ester

N,N-dimethyl-formamide dimethyl acetal

methylamine

Downstream raw materials:

(S)-(+)-2-(N-methylamino)-2-phenylethanol

Refernces

• 1、 Bischoff, Amanda J.,Nelson, Brandon M.,Niemeyer, Zachary L.,Sigman, Matthew S.,Movassaghi, Mohammad. "Quantitative Modeling of Bis(pyridine)silver(I) Permanganate Oxidation of Hydantoin Derivatives: Guidelines for Predicting the Site of Oxidation in Complex Substrates". supporting information. p. 15539 - 15547. Retrieved 2017/11/06.
• 2、 Wang, Mei-Xiang,Liu, Jun,Wang, De-Xian,Zheng, Qi-Yu. "Synthesis of optically active α-methylamino acids and amides through biocatalytic kinetic resolution of amides". . p. 2409 - 2416. Retrieved 2007/10/03.