Methyl 2-amino-2-methyl-3-phenylpropanoate hydrochloride

Base Information

• Chemical Name: Methyl 2-amino-2-methyl-3-phenylpropanoate hydrochloride
• CAS No.: 64665-60-7
• Molecular Formula: C11H16ClNO2
• Molecular Weight: 229.707
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID40515325
• Mol file: 64665-60-7.mol

Synonyms:64665-60-7;methyl 2-amino-2-methyl-3-phenylpropanoate hydrochloride;alpha-Methyl-DL-phenylalanine methyl ester hydrochloride;H-alpha-Me-DL-Phe-OMe . HCl;alpha-Methyl-DL-phenylalanine methyl ester HCl;Alpha-Methyl-DL-phenylalanine methyl ester, HCl;H-alpha-Me-DL-Phe-OMe HCl;methyl 2-amino-2-methyl-3-phenylpropanoate;hydrochloride;alpha-Me-DL-Phenylalanine-OMe-HCl;a-Methyl-DL-phenylalanine methyl ester HCl;H--Me-DL-Phe-OMe HCl;H-DL-(Me)Phe-OMe.HCl;SCHEMBL2210722;ALPHA-METHYL-DL-PHENYLALANINEMETHYLESTERHYDROCHLORIDE;DTXSID40515325;MFCD00237767;AKOS024307518;DS-7829;F10978;EN300-1606032;methyl 2-amino-2-methyl-3-phenylpropanoate HCl;a-methyl-dl-phenylalanine methyl ester hydrochloride;methyl2-amino-2-methyl-3-phenylpropanoatehydrochloride;alpha -Methyl-DL-phenylalanine methyl ester hydrochloride;Phenylalanine,a-methyl-,methyl ester,hydrochloride(1:1);DL-Methyl 2-amino-2-methyl-3-phenylpropanoate hydrochloride;Methyl alpha-methylphenylalaninate--hydrogen chloride (1/1);alpha-Methyl-DL-phenylalanine methyl ester hydrochloride, >=98.0% (DCF)

Chemical Property of Methyl 2-amino-2-methyl-3-phenylpropanoate hydrochloride

Chemical Property:

• Vapor Pressure: 0.000445mmHg at 25°C
• Melting Point: 138-143 °C
• Boiling Point: 310.4 °C at 760 mmHg
• Flash Point: 141.5 °C
• PSA: 52.32000
• LogP: 2.62180
• Storage Temp.: −20°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 229.0869564
• Heavy Atom Count: 15
• Complexity: 200

Purity/Quality:

99%+, ^*data from raw suppliers

Methyl2-amino-2-methyl-3-phenylpropanoatehydrochloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC1=CC=CC=C1)(C(=O)OC)N.Cl

Technology Process of Methyl 2-amino-2-methyl-3-phenylpropanoate hydrochloride

There total 4 articles about Methyl 2-amino-2-methyl-3-phenylpropanoate hydrochloride 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:

methanol (67-56-1) + 2-methyl-3-phenylalanine (1132-26-9) → DL-α-methylphenylalanine methyl ester hydrochloride (64665-60-7)

Guidance literature:

With thionyl chloride; for 20h; Heating;

Reference yield:

methyl 2-(benzylideneamino)-3-phenylpropionate (68870-85-9) + Sulfuric acid (3aR,5R,6S,6aR)-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester methyl ester (83575-33-1,115149-81-0,120238-51-9) → DL-α-methylphenylalanine methyl ester hydrochloride (64665-60-7)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -72 deg C; 2.) -72 deg C, 10 min then -40 deg C, 3 h;

DOI:10.1016/S0040-4020(01)86055-5

Reference yield:

Sulfuric acid (3aR,5R,6S,6aR)-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester methyl ester (83575-33-1,115149-81-0,120238-51-9) + 2-[2,2-Dimethyl-1-phenyl-prop-(E)-ylideneamino]-3-phenyl-propionic acid methyl ester (120238-43-9) → DL-α-methylphenylalanine methyl ester hydrochloride (64665-60-7)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -72 deg C; 2.) -72 deg C, 10 min then -40 deg C, 3 h;

DOI:10.1016/S0040-4020(01)86055-5

upstream raw materials:

methanol

2-methyl-3-phenylalanine

methyl 2-(benzylideneamino)-3-phenylpropionate

Sulfuric acid (3aR,5R,6S,6aR)-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester methyl ester

Downstream raw materials:

2-Formylamino-2-methyl-3-phenyl-propionic acid methyl ester

N-(4-phenylbutyryl)-L-prolyl-DL-α-methylphenylalanine methyl ester

N-<4-(4-hydroxyphenyl)butyryl>-L-prolyl-DL-α-methylphenylalanine methyl ester

N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanine methyl ester

Refernces

• 1、 Duhamel, Lucette,Duhamel, Pierre,Fouquay, Stephane,Eddine, Jamal Jamal,Peschard, Olivier,et al.. "ENANTIOSELECTIVE ELECTROPHILIC BOND CONSTRUCTION TO THE α-CARBON OF α-AMINOACIDS". . p. 5495 - 5506. Retrieved 2007/10/02.