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

Base Information

• Chemical Name: (2R)-2-amino-2-phenylpropanoic acid
• CAS No.: 29738-09-8
• Molecular Formula: C9H11 N O2
• Molecular Weight: 165.192
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID70357432
• Nikkaji Number: J35.827D
• Wikidata: Q27460877
• Mol file: 29738-09-8.mol

Synonyms:29738-09-8;(2R)-2-amino-2-phenylpropanoic acid;(R)-2-AMINO-2-PHENYLPROPANOIC ACID;(R)-2-phenyl-alanine;2-Phenyl-L-alanine;2-Phenylalanine;|A-phenylalanine;(R)-2-AMINO-2-PHENYL-PROPIONIC ACID;SCHEMBL220775;DTXSID70357432;HTCSFFGLRQDZDE-SECBINFHSA-N;MFCD07371948;AKOS022185195;AB33357;(R)-2-AMINO-2-PHENYLPROPANOICACID;CS-0199762;EN300-130519;A911988;Q27460877;(R)-2-Amino-2-phenyl-propionic acid (H-D-aMePhg-OH)

Chemical Property of (2R)-2-amino-2-phenylpropanoic acid

Chemical Property:

• PSA: 63.32000
• LogP: 1.64540
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 175

Purity/Quality:

99%, ^*data from raw suppliers

(R)-alpha-Methylphenylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2R)-2-amino-2-phenylpropanoic acid

There total 56 articles about (2R)-2-amino-2-phenylpropanoic 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: 100.0%

(R)-2-(4-Bromo-benzylamino)-2-phenyl-propionic acid (268556-97-4) → (R)-2-amino-2-phenylpropanoic acid (29738-09-8,6945-32-0)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; for 10h; atmospheric pressure;

DOI:10.1021/ol005636+

Reference yield: 90.8%

methyl (R)-N-benzoyl-2-methyl-2-phenylglycinate → (R)-2-amino-2-phenylpropanoic acid (29738-09-8,6945-32-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 100 ℃; for 12h;

DOI:10.1002/hlca.19950780305

Reference yield: 90.0%

D-α-methyl-α-phenylglycinamide (152375-69-4) → (R)-2-amino-2-phenylpropanoic acid (29738-09-8,6945-32-0)

Guidance literature:

With hydrogenchloride; for 24h; Heating;

DOI:10.1002/adsc.200303219

upstream raw materials:

DL-α-methylphenylglycine amide

(1R,2R,5R,9R)-2,5,10,10-Tetramethyl-5-phenyl-3-oxa-6-aza-tricyclo[7.1.1.0^2,7]undec-6-en-4-one

(2S,4R)-3-Benzoyl-2-tert-butyl-4-methyl-4-phenyl-oxazolidin-5-one

D-α-methyl-α-phenylglycinamide

Downstream raw materials:

(S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid tert-butyl ester

(S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid

Cbz-D-(α-Me)Phg-NH-t-Bu

C₃₄H₃₂N₂O₇

Refernces

• 1、 -. "Nitrilases". Paragraph 0263-0264. . Retrieved 2015/09/22.
• 2、 Netz, Isabelle,Kucukdisli, Murat,Opatz, Till. "Enantioselective Synthesis of α-Quaternary Amino Acids by Alkylation of Deprotonated α-Aminonitriles". . p. 6864 - 6869. Retrieved 2015/10/06.