(R)-2-(Methylamino)-2-phenylacetic acid

Base Information

• Chemical Name: (R)-2-(Methylamino)-2-phenylacetic acid
• CAS No.: 30925-14-5
• Molecular Formula: C9H11 N O2
• Molecular Weight: 165.192
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID40350516
• Mol file: 30925-14-5.mol

Synonyms:N-ME-D-PHG-OH;30925-14-5;(R)-2-(METHYLAMINO)-2-PHENYLACETIC ACID;(2R)-2-(methylamino)-2-phenylacetic acid;H-D-MePhg-OH;N-Methyl-D-phenylglycine;SCHEMBL1964866;DTXSID40350516;HGIPIEYZJPULIQ-MRVPVSSYSA-N;(R)-methylamino-phenyl acetic acid;MFCD08458661;AKOS030213035;AS-42701;CS-0120283;N-alpha-Methyl-D-phenylglycine (H-D-MePhg-OH);Benzeneacetic acid, alpha-(methylamino)-, (alphaR)-

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

Chemical Property:

• Melting Point: 213 °C
• Boiling Point: 110 °C(Press: 1.0 Torr)
• 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

(R)-a-(Methylamino)-benzeneaceticacid ^*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 (R)-2-(Methylamino)-2-phenylacetic acid

There total 10 articles about (R)-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:

tasiamide F → N-(γ-glutamyl)methylamine (3081-62-7) + (R)-(-)-α-methylamino phenylacetic acid (30925-14-5) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7)

Guidance literature:

With hydrogenchloride; In water; at 110 ℃; for 24h;

DOI:10.1016/j.bmc.2016.04.062

Reference yield:

N-toluenesulfonyl-N-methyl-D-phenylglycine (68180-11-0) → (R)-(-)-α-methylamino phenylacetic acid (30925-14-5)

Guidance literature:

With ammonia; sodium;

DOI:10.1021/ja01546a039

Reference yield:

α-methylamino phenylacetamide (61857-93-0) → (R)-(-)-α-methylamino phenylacetic acid (30925-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / Rhodococcus sp. AJ₂₇₀ cells / aq. phosphate buffer / 60 h / 30 °C / pH 7.0

2: aq. HCl / 10 h / 60 - 80 °C

With hydrogenchloride; Rhodococcus sp. AJ₂₇₀ cells; In phosphate buffer;

DOI:10.1016/j.tetasy.2005.06.023

upstream raw materials:

N-toluenesulfonyl-N-methyl-D-phenylglycine

R-α-(1-methylhydrazino)phenylacetate

2-methylamino-2-phenylacetic acid

methyl trifluoromethanesulfonate

Downstream raw materials:

(R)-2-(dimethylamino)-2-phenylacetic acid

(R)-2-(N-methylacetamido)-2-phenylacetic acid

(R)-2-(methylamino)-2-phenylethanol

Refernces

• 1、 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.
• 2、 O'Donnell, Martin J.,Bruder, William A.,Daugherty, Byron W.,Liu, Deshan,Wojciechowski, Krzisztof. "NITROGEN ALKYLATION OF SCHIFF BASES AND AMIDINES AS A ROUTE TO N-ALKYL AMINO ACIDS". . p. 3651 - 3654. Retrieved 2007/10/02.