2-Methyl-2-(toluene-4-sulfonylamino)-3-(toluene-4-sulfonyloxy)-propionic acid methyl ester

Base Information

• Chemical Name: 2-Methyl-2-(toluene-4-sulfonylamino)-3-(toluene-4-sulfonyloxy)-propionic acid methyl ester
• CAS No.: 183957-34-8
• Molecular Formula: C₁₉H₂₃NO₇S₂
• Molecular Weight: 441.526
• Mol file: 183957-34-8.mol

Synonyms:2-Methyl-2-(toluene-4-sulfonylamino)-3-(toluene-4-sulfonyloxy)-propionic acid methyl ester

Chemical Property of 2-Methyl-2-(toluene-4-sulfonylamino)-3-(toluene-4-sulfonyloxy)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Methyl-2-(toluene-4-sulfonylamino)-3-(toluene-4-sulfonyloxy)-propionic acid methyl ester

There total 1 articles about 2-Methyl-2-(toluene-4-sulfonylamino)-3-(toluene-4-sulfonyloxy)-propionic 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:

p-toluenesulfonyl chloride (98-59-9) + α-methylserine methyl ester (309977-52-4) → 2-Methyl-2-(toluene-4-sulfonylamino)-3-(toluene-4-sulfonyloxy)-propionic acid methyl ester (183957-34-8)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 21h; Yield given;

DOI:10.1016/0040-4020(96)00784-3

Reference yield: 90.0%

2-Methyl-2-(toluene-4-sulfonylamino)-3-(toluene-4-sulfonyloxy)-propionic acid methyl ester (183957-34-8) → methyl 2-methyl-1-tosylaziridine-2-carboxylate (183957-35-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 16h; Heating;

DOI:10.1016/0040-4020(96)00784-3

Reference yield:

2-Methyl-2-(toluene-4-sulfonylamino)-3-(toluene-4-sulfonyloxy)-propionic acid methyl ester (183957-34-8) → 2-Chloro-2-methyl-3-(toluene-4-sulfonylamino)-propionic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / Et₃N / tetrahydrofuran / 16 h / Heating

2: 93 percent / aq. LiOH / dioxane / 0.25 h

3: 84 percent / BF₃*Et₂O / tetrahydrofuran; cyclohexane / 0.5 h

4: 70 percent / HCl / diethyl ether / 72 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; boron trifluoride diethyl etherate; triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; cyclohexane;

DOI:10.1016/0040-4020(96)00784-3

upstream raw materials:

p-toluenesulfonyl chloride

α-methylserine methyl ester

Downstream raw materials:

methyl 2-methyl-1-tosylaziridine-2-carboxylate

(2-methyl-1-tosylaziridin-2-yl)carboxylic acid

2-Methyl-1-(toluene-4-sulfonyl)-aziridine-2-carboxylic acid tert-butyl ester