N-Methyl-D-serine

Base Information

• Chemical Name: N-Methyl-D-serine
• CAS No.: 915405-01-5
• Molecular Formula: C₄H₉NO₃
• Molecular Weight: 119.12
• DSSTox Substance ID: DTXSID80415335
• Nikkaji Number: J3.338.263D
• Wikidata: Q27459725
• Mol file: 915405-01-5.mol

Synonyms:N-METHYL-D-SERINE;915405-01-5;(R)-3-Hydroxy-2-(methylamino)propanoic acid;(2R)-3-hydroxy-2-(methylamino)propanoic acid;SCHEMBL170982;DTXSID80415335;MFCD19220663;BS-50942;(R)-3-Hydroxy-2-(methylamino)propanoicacid;CS-0151242;F11106;A900795;Q27459725

Chemical Property of N-Methyl-D-serine

Chemical Property:

• PSA: 69.56000
• Density: 1.242
• LogP: -0.95780
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 119.058243149
• Heavy Atom Count: 8
• Complexity: 83.4

Purity/Quality:

98%Min ^*data from raw suppliers

(R)-3-Hydroxy-2-(methylamino)propanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(CO)C(=O)O
• Isomeric SMILES: CN[C@H](CO)C(=O)O

Technology Process of N-Methyl-D-serine

There total 14 articles about N-Methyl-D-serine 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: 90.0%

(S)-2-(Benzhydryl-methyl-amino)-3-hydroxy-propionic acid benzhydryl ester → N-methyl-DL-serine (2480-26-4,915405-01-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/S0040-4039(97)01132-5

Reference yield: 64.0%

N-benzyloxycarbonyl-N-methyl-L-serine (173947-21-2) → N-methyl-DL-serine (2480-26-4,915405-01-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃;

DOI:10.1071/CH99082

Reference yield:

C15H27NO3 → N-methyl-D-serine (915405-01-5) + N-methyl-DL-serine (2480-26-4,915405-01-5)

Guidance literature:

C₁₅H₂₇NO₃; With hydrogenchloride; In ethanol; at 78 ℃; for 24h;

With methyloxirane; In ethanol; at 78 ℃; for 0.5h;

DOI:10.1055/s-0033-1340816

upstream raw materials:

1,1,2-triacetoxy-ethane

potassium cyanide

methylamine

glycidic acid

Refernces

• 1、 Castelló, Luis M.,Nájera, Carmen,Sansano, José M.. "Domino 1,3-dipolar cycloadditions of n- alkyl-α-amino esters with paraformaldehyde: A direct access to α-hydroxymethyl α-amino acids". . p. 967 - 971. Retrieved 2014/04/03.
• 2、 Chruma, Jason J.,Sames, Dalibor,Polt, Robin. "General method for the synthesis of N-methyl amino acids and N-alkyl amino esters from O'Donnell's Schiff bases". . p. 5085 - 5086. Retrieved 2007/10/03.