13734-31-1

Basic information

• Product Name: Boc-N-Methyl-DL-alanine
• Synonyms: Boc-N-Methyl-DL-alanine
• CAS NO: 13734-31-1
• Molecular Formula: C₉H₁₇NO₄
• Molecular Weight: 203.23558
• EINECS: -0
• Mol File: 13734-31-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 296.3±19.0 °C(Predicted)
• Appearance: /
• Density: 1.111±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 4.03±0.10(Predicted)
• CAS DataBase Reference: Boc-N-Methyl-DL-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-N-Methyl-DL-alanine(13734-31-1)
• EPA Substance Registry System: Boc-N-Methyl-DL-alanine(13734-31-1)

Safety Data

• Hazardous Substances Data: 13734-31-1(Hazardous Substances Data)

Usage

Uses

N-Boc-N-methyl-DL-alanine is a derivative of Alanine and is used in peptide synthesis.

Upstream product

• 600-21-5 N-methylalanine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3744-87-4 N-t-butyloxycarbonyl-DL-alanine 
• 74-88-4 methyl iodide 
• 29475-64-7 N-methyl-D-alanine 
• 3744-87-4 Boc-(R)-Ala 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 

Downstream Products

• 1005766-14-2 C₂₀H₃₀N₂O₆ 
• 13515-97-4 methyl 2-aminopropanoate monohydrochloride 
• 917613-36-6 N-Boc-N-Me-L-Ala-(R)-Hep(OBn) 

Relevant articles and documents

Preparation method of N-methylamino acid with optical configurations

The invention belongs to the field of medicine synthesis, relates to a preparation method of N-methylamino acid with optical configurations and in particular relates to a preparation method of N-methylamino acid with an R configuration and an S configuration. The preparation method is shown in the description. According to the preparation method provided by the invention, the configurations of reactants are transformed to obtain the N-methylamino acid with corresponding opposite configurations, and the preparation method is suitable for commercial scale production.

Total synthesis and absolute configuration of epicoccamide D, a naturally occurring mannosylated 3-acyltetramic acid

The endofungal metabolite epicoccamide D was synthesised in eighteen steps and 17 % yield as the first member of the family of natural glycotetramic acids. The modular character of the synthesis opens access also to analogues featuring different sugars and spacers. It comprises several high-yielding key steps. The β-D-mannosyl group was introduced by using an α-D-glucosyl imidate donor with subsequent oxidative-reductive epimerisation at C-2′. The pyrrolidine ring was closed quantitatively by a Lacey-Dieckmann condensation of an N-(β-ketoacyl)-N-methyl alaninate. The resulting 3-[ω-(β-D- mannosyl)octadec-2-enoyl]tetramic acid was hydrogenated in the presence of the rhodium catalyst (R,R)-[Rh(Et-DUPHOS)][BF4] to establish the (7S)-stereocentre. This was possible only after blocking the acyltetramic acid as a BF2-chelate to prevent capture of the metal catalyst. We also assigned the hitherto unknown configuration of the natural product as being 5S,7S by comparison of its 13C NMR spectroscopic and optical rotation data with those of our two synthetic 5S,7R/S-diasteromers. Copyright

Total synthesis, absolute configuration, and biological activity of xyloallenoide A

The novel natural product xyloallenoide A, isolated from the marine mangrove endophytic fungus from the South China Sea, and its diastereoisomer xyloallenoide A1, which contain N-methyl-substituted amino acids, were synthesized. The absolute configurations of the amino acid units of xyloallenoide A were finally confirmed to be L-Lys, Me-D-Val, and Me-L-Ala. This report represents a practical and attractive alternative for the synthesis of N-methyl-substituted cyclotripeptides. In the preliminary bioassay, synthetic xyloallenoide A showed marginal activities against KB (IC50=9.6 mm) and KBv200 cells (IC50=10.3 μm), and xyloallenoide A1 was inactive against KB and KBv200 cells.