(S)-3-Azido-2-methylpropanoic acid, methyl ester

Base Information

• Chemical Name: (S)-3-Azido-2-methylpropanoic acid, methyl ester
• CAS No.: 107747-84-2
• Molecular Formula: C₅H₉N₃O₂
• Molecular Weight: 143.145
• DSSTox Substance ID: DTXSID60910510
• Wikidata: Q82880378
• Mol file: 107747-84-2.mol

Synonyms:(S)-3-Azido-2-methylpropanoic acid, methyl ester;107747-84-2;CCRIS 8042;(S)-Methyl-2-azidomethylpropionate;SCHEMBL14123552;DTXSID60910510;AWKLAGQCWMZXOZ-BYPYZUCNSA-N;methyl 3-azido-2-methylpropanoate;(s)-3-azido-2-methyl-propionic acid methyl ester

Chemical Property of (S)-3-Azido-2-methylpropanoic acid, methyl ester

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 143.069476538
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-3-Azido-2-methylpropanoic acid, methyl ester

There total 4 articles about (S)-3-Azido-2-methylpropanoic acid, methyl ester 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: 96.0%

methyl (2S)-3-hydroxy-2-methyl-3-(methylsulfonyloxy)propanoate (142402-78-6) → (S)-3-azido-2-methylpropionic acid methyl ester (107747-84-2)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 24h;

Reference yield:

3-hydroxy-(2S)-methylpropionate (80657-57-4,42998-03-8) → (S)-3-azido-2-methylpropionic acid methyl ester (107747-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

2: NaN₃ / acetone; H₂O / Ambient temperature

With 2,6-dimethylpyridine; sodium azide; In dichloromethane; water; acetone;

DOI:10.1080/00397919808006875

Reference yield:

(2S)-(+)-2-methyl-3-(toluene-4-sulfonyloxy)propionic acid methyl ester (84341-89-9) → (S)-3-azido-2-methylpropionic acid methyl ester (107747-84-2)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 40 - 45 ℃;

DOI:10.1021/jm070316i

upstream raw materials:

(2S)-(+)-2-methyl-3-(toluene-4-sulfonyloxy)propionic acid methyl ester

3-hydroxy-(2S)-methylpropionate

methyl (2S)-3-hydroxy-2-methyl-3-(methylsulfonyloxy)propanoate