2-((tert-Butoxycarbonyl)(methyl)amino)propanoic acid

Base Information

• Chemical Name: 2-((tert-Butoxycarbonyl)(methyl)amino)propanoic acid
• CAS No.: 13734-31-1
• Molecular Formula: C9H17NO4
• Molecular Weight: 203.238
• Hs Code.: 2924190090
• European Community (EC) Number: 832-947-8
• DSSTox Substance ID: DTXSID001237961
• Mol file: 13734-31-1.mol

Synonyms:13734-31-1;2-((tert-Butoxycarbonyl)(methyl)amino)propanoic acid;Boc-N-methyl-DL-alanine;2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propanoic Acid;MFCD00153297;DL-Alanine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-;2-{[(tert-butoxy)carbonyl](methyl)amino}propanoic acid;MFCD00063137;boc-methyl-dl-alanine;Boc-N-methyl-D,L-alanine;N-Boc-N-methyl-DL-alanine;SCHEMBL342692;DTXSID001237961;AKOS009157330;AB22231;HY-W022137;N-(tert-butoxycarbonyl)-N-methylalanine;AC-24127;AS-19251;PD197044;SY002079;SY035542;SY110787;CS-0040635;FT-0601389;FT-0637926;EN300-64575;A886514;AG-205/06934016;N-[(1,1-Dimethylethoxy)carbonyl]-N-methylalanine;2-((tert-Butoxycarbonyl)(methyl)amino)propanoicacid;2-(tert-butoxycarbonyl-methyl-amino)-propionic acid;Z993891610;2-(TERT-BUTOXYCARBONYL(METHYL)AMINO) PROPANOIC ACID

Chemical Property of 2-((tert-Butoxycarbonyl)(methyl)amino)propanoic acid

Chemical Property:

• Boiling Point: 296.3±19.0 °C(Predicted)
• PKA: 4.03±0.10(Predicted)
• PSA: 66.84000
• Density: 1.111±0.06 g/cm3(Predicted)
• LogP: 1.32640
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 203.11575802
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

97% ^*data from raw suppliers

Boc-N-methyl-DL-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)N(C)C(=O)OC(C)(C)C
• Uses: N-Boc-N-methyl-DL-alanine is a derivative of Alanine and is used in peptide synthesis.

Technology Process of 2-((tert-Butoxycarbonyl)(methyl)amino)propanoic acid

There total 7 articles about 2-((tert-Butoxycarbonyl)(methyl)amino)propanoic 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: 99.6%

N-t-butyloxycarbonyl-DL-alanine (3744-87-4,7764-95-6,15761-38-3) + methyl iodide (74-88-4) → (S)-N-tert-butoxycarbonyl-N-methyl-2-amino-propionic acid (13734-31-1)

Guidance literature:

N-t-butyloxycarbonyl-DL-alanine; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃;

methyl iodide; In tetrahydrofuran; mineral oil; at 20 ℃; for 24h;

DOI:10.1002/chem.201301914

Reference yield: 96.0%

Boc-(R)-Ala (3744-87-4,7764-95-6,15761-38-3) + methyl iodide (74-88-4) → N-tert-butoxycarbonyl-N-methyl-(R)-alanine (13734-31-1,16948-16-6,19914-38-6)

Guidance literature:

Boc-(R)-Ala; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1111/bph.13547

Reference yield: 88.0%

N-methylalanine (600-21-5) + di-tert-butyl dicarbonate (24424-99-5) → (S)-N-tert-butoxycarbonyl-N-methyl-2-amino-propionic acid (13734-31-1)

Guidance literature:

N-methylalanine; di-tert-butyl dicarbonate; In methanol; water; at 20 ℃; for 23.0833h;

With citric acid; In methanol; water; pH=3;

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

N-methylalanine

di-tert-butyl dicarbonate

N-t-butyloxycarbonyl-DL-alanine

Downstream raw materials:

benzyl ((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-3,3-dimethylbutanoyl)-L-prolinate

methyl 2-aminopropanoate monohydrochloride

C₂₀H₃₀N₂O₆

H-Tyr-NMe-D-Ala-Phe-NMe-Gly-NH₂