N,N-Dimethyl-L-threonine

Base Information

• Chemical Name: N,N-Dimethyl-L-threonine
• CAS No.: 2812-36-4
• Molecular Formula: C₆H₁₃NO₃
• Molecular Weight: 147.174
• DSSTox Substance ID: DTXSID701312964
• Nikkaji Number: J917.501F
• Wikidata: Q27453202
• Mol file: 2812-36-4.mol

Synonyms:N,N-Dimethyl-L-threonine;n,n-dimethylthreonine;Threonine, N,N-dimethyl-;SCHEMBL196164;DTXSID701312964;AKOS006380544;2812-36-4;Q27453202

Chemical Property of N,N-Dimethyl-L-threonine

Chemical Property:

• XLogP3: -2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 147.08954328
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(C(=O)O)N(C)C)O
• Isomeric SMILES: C[C@H]([C@@H](C(=O)O)N(C)C)O

Technology Process of N,N-Dimethyl-L-threonine

There total 1 articles about N,N-Dimethyl-L-threonine 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: 40.0%

methanol (67-56-1) + Fmoc-Thr-OH (73731-37-0,130674-54-3,146306-75-4) → L-threonine (72-19-5,134357-96-3,7013-32-3,82822-12-6) + N-methyl threonine (2812-27-3,2812-28-4,21148-57-2,95539-41-6,100157-57-1) + N,N-dimethyl-threonine (2812-36-4,2812-37-5,138406-48-1)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; for 48h; other (protected) amino acids; other alcohol;

DOI:10.1016/0040-4039(91)80135-S

Reference yield:

(S)-Methyl mandelate (21210-43-5) + N,N-dimethythreonine (2812-36-4,2812-37-5,138406-48-1) → methyl (S)-(+)-mandelate ester of N,N-dimethyl-DL-threonine (138406-51-6,138458-61-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at -10 ℃;

upstream raw materials:

methanol

Fmoc-Thr-OH

Downstream raw materials:

methyl (S)-(+)-mandelate ester of N,N-dimethyl-DL-threonine