Boc-N-methyl-L-alanine

Base Information

• Chemical Name: Boc-N-methyl-L-alanine
• CAS No.: 16948-16-6
• Molecular Formula: C9H17NO4
• Molecular Weight: 203.238
• Hs Code.: 2924 19 00
• European Community (EC) Number: 805-208-2
• Nikkaji Number: J766.644F
• Wikidata: Q106902947
• Mol file: 16948-16-6.mol

Synonyms:16948-16-6;Boc-N-Me-Ala-OH;Boc-N-methyl-L-alanine;(S)-2-((tert-butoxycarbonyl)(methyl)amino)propanoic acid;Boc-Nalpha-methyl-L-alanine;N-Boc-N-methyl-L-alanine;N-(tert-Butoxycarbonyl)-N-methyl-L-alanine;Boc-MeAla-OH;MFCD00037242;N-tert-Butoxycarbonyl-N-methylalanine;Boc-N-a-methyl-L-alanine;L-Alanine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-;(2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}propanoic acid;(2S)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propanoic acid;(s)-2-(tert-butoxycarbonyl(methyl)amino)propanoic acid;boc-n-methylalanine;Boc-Me-AlaOH;Boc-N-MeAlaOH;Boc-Me-Ala-OH;Boc-N(Me)Ala-OH;n-boc-n-methylalanine;Boc-N-methyl-(L)-alanine;SCHEMBL342693;(S)-N-methyl-N-BOC-alanine;N-t-butoxycarbonyl-methylalanine;(S)-2-(tert-Butoxycarbonyl-methyl-amino)-propionic acid;VLHQXRIIQSTJCQ-LURJTMIESA-N;CS-D1468;HY-Y1167;AKOS015836697;N-tert-butoxycarbonyl-N-methyl-L-alanine;AC-35165;AS-15602;n-methyl-n-tert.-butoxycarbonyl-l-alanine;Boc-N-Me-Ala-OH, >=99.0% (TLC);AM20090019;B3651;BB 0260101;EN300-215286;M03254;A811110;J-300016;N-alpha-t-Butyloxycarbonyl-N-alpha-methyl-L-alanine;(2S)-2-[tert-Butoxycarbonyl(methyl)amino]propanoic acid;(S)-2-((tert-butoxycarbonyl)-(methyl)amino)propanoic acid;N-{[(1,1-dimethylethyl)oxy]carbonyl}-N-methyl-L-alanine;(2S)-2-[(tert-butoxycarbonyl)(Methyl)aMino]propanoic acid;N-BOC-N-METHYL-L-ALANINE

Chemical Property of Boc-N-methyl-L-alanine

Chemical Property:

• Appearance/Colour: Almost White powder
• Vapor Pressure: 0.00035mmHg at 25°C
• Melting Point: 88-92 °C
• Refractive Index: 1.466
• Boiling Point: 296.3 °C at 760 mmHg
• PKA: 4.03±0.10(Predicted)
• Flash Point: 133 °C
• PSA: 66.84000
• Density: 1.111 g/cm³
• LogP: 1.32640
• Storage Temp.: Store at RT.
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)N(C)C(=O)OC(C)(C)C
• Isomeric SMILES: C[C@@H](C(=O)O)N(C)C(=O)OC(C)(C)C
• Uses: Boc-N-methyl-L-alanine can be used in peptide synthesis.

Technology Process of Boc-N-methyl-L-alanine

There total 14 articles about Boc-N-methyl-L-alanine 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: 98.0%

L-N-Boc-Ala (15761-38-3) + methyl iodide (74-88-4) → N-(tert-butoxycarbonyl)-N-methyl-L-alanine (16948-16-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.tet.2005.08.117

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: 86.0%

N-methylalanine (3913-67-5) + di-tert-butyl dicarbonate (24424-99-5) → N-(tert-butoxycarbonyl)-N-methyl-L-alanine (16948-16-6)

Guidance literature:

With sodium hydroxide; In diethyl ether; water; at 0 - 20 ℃; for 16h;

DOI:10.1021/acsmedchemlett.9b00394

upstream raw materials:

L-N-Boc-Ala

methyl iodide

N-methylalanine

di-tert-butyl dicarbonate

Downstream raw materials:

O-benzyl N-methyl-N^α-(tert-butoxycarbonyl)-N^α-methyl-L-alaninehydroxamate

{(Z)-2-[(S)-4-Methyl-2-((S)-2-methylamino-propionylamino)-pentanoylamino]-3-phenyl-acryloylamino}-acetic acid

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

phenyl 2,3-di-O-benzoyl-6-O-[2-{2-[tert-butoxycarbonyl(methyl)amino]-N-methylpropanamido}propionyl]-4-O-{2-[tert-butoxycarbonyl(methyl)amino]propionyl}-1-thio-β-D-galactopyranoside

Refernces

• 1、 -. "SUBSTITUTED 1,1'-BIPHENYL COMPOUNDS AND METHODS USING SAME". Page/Page column 654-655. . Retrieved 2021/08/13.
• 2、 Kilpel?inen, Tommi P.,Tyni, Jonna K.,Lahtela-Kakkonen, Maija K.,Etel?inen, Tony S.,My?h?nen, Timo T.,Wallén, Erik A. A.. "Tetrazole as a Replacement of the Electrophilic Group in Characteristic Prolyl Oligopeptidase Inhibitors". supporting information. p. 1635 - 1640. Retrieved 2019/12/02.