(R)-ALPHA-METHYL-PHENYLGLYCINAMIDE

Base Information

• Chemical Name: (R)-ALPHA-METHYL-PHENYLGLYCINAMIDE
• CAS No.: 152375-69-4
• Molecular Formula: C9H12N2O
• Molecular Weight: 164.207
• Mol file: 152375-69-4.mol

Synonyms:Benzeneacetamide,a-amino-a-methyl-, (R)-;(2R)-2-amino-2-phenylpropanamide;(R)-2-amino-2-phenylpropanamide;

Chemical Property of (R)-ALPHA-METHYL-PHENYLGLYCINAMIDE

Chemical Property:

• Melting Point: 112-113 °C
• Boiling Point: 330 °C at 760 mmHg
• PKA: 15.61±0.50(Predicted)
• Flash Point: 153.4 °C
• PSA: 69.11000
• Density: 1.139 g/cm³
• LogP: 1.74640

Purity/Quality:

99% ^*data from raw suppliers

(R)-ALPHA-METHYL-PHENYLGLYCINAMIDE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-ALPHA-METHYL-PHENYLGLYCINAMIDE

There total 6 articles about (R)-ALPHA-METHYL-PHENYLGLYCINAMIDE 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: 71.0%

DL-α-methylphenylglycine amide (19196-63-5) → L-α-methylphenylglycine amide (30358-55-5) + (S)-2-methyl-2-phenylglycine (13398-26-0,6945-32-0) + D-α-methyl-α-phenylglycinamide (152375-69-4)

Guidance literature:

In water; at 37 ℃; Yield given; Ochrobactrum anthropi NCIMB 40321;

DOI:10.1002/recl.19951140417

Reference yield: 37.0%

DL-α-methylphenylglycine amide (19196-63-5) → (S)-2-methyl-2-phenylglycine (13398-26-0,6945-32-0) + (R)-2-amino-2-phenylpropanoic acid (29738-09-8,6945-32-0) + D-α-methyl-α-phenylglycinamide (152375-69-4)

Guidance literature:

With amidase-containing Rhodococcus sp. AJ₂₇₀; nitrile hydratase; In phosphate buffer; at 30 ℃; for 25h; pH=7.0;

DOI:10.1002/adsc.200303219

Reference yield:

DL-α-methylphenylglycine amide (19196-63-5) → L-α-methylphenylglycine amide (30358-55-5) + (S)-2-methyl-2-phenylglycine (13398-26-0,6945-32-0) + (R)-2-amino-2-phenylpropanoic acid (29738-09-8,6945-32-0) + D-α-methyl-α-phenylglycinamide (152375-69-4)

Guidance literature:

With Rhodococcus sp. AJ₂₇₀ cells; In phosphate buffer; at 30 ℃; for 17.5h; pH=7.0; Title compound not separated from byproducts;

DOI:10.1016/j.tetasy.2005.06.023

upstream raw materials:

DL-α-methylphenylglycine amide

Downstream raw materials:

[(R)-1-((R)-1-Carbamoyl-1-phenyl-ethylcarbamoyl)-1-phenyl-ethyl]-carbamic acid benzyl ester

[(S)-1-((R)-1-Carbamoyl-1-phenyl-ethylcarbamoyl)-1-phenyl-ethyl]-carbamic acid benzyl ester

(R)-2-amino-2-phenylpropanoic acid

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、 Kaptein, Bernard,Monaco, Vania,Broxterman, Quirinus B.,Schoemaker, Hans E.,Kamphuis, Johan. "Synthesis of dipeptides containing α-substituted amino acids; their use as chiral ligands in Lewis-acid-catalyzed reactions". . p. 231 - 238. Retrieved 2007/10/02.