2-Aziridinecarboxylicacid,3-methyl-3-propyl-,methylester,(2S,3R)-(9CI)

Base Information

• Chemical Name: 2-Aziridinecarboxylicacid,3-methyl-3-propyl-,methylester,(2S,3R)-(9CI)
• CAS No.: 497238-06-9
• Molecular Formula: C8H15NO2
• Molecular Weight: 0
• Mol file: 497238-06-9.mol

Synonyms:2-Aziridinecarboxylicacid,3-methyl-3-propyl-,methylester,(2S,3R)-(9CI)

Chemical Property of 2-Aziridinecarboxylicacid,3-methyl-3-propyl-,methylester,(2S,3R)-(9CI)

Chemical Property:

• PSA: 48.24000
• LogP: 1.01880

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Aziridinecarboxylicacid,3-methyl-3-propyl-,methylester,(2S,3R)-(9CI)

There total 3 articles about 2-Aziridinecarboxylicacid,3-methyl-3-propyl-,methylester,(2S,3R)-(9CI) 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: 30.0%

methylmagnesium bromide (75-16-1) + methyl (S)-3-propyl-2H-azirine-2-carboxylate (497238-04-7,169889-24-1) → (2S,3S)-3-Methyl-3-propyl-aziridine-2-carboxylic acid methyl ester + methyl (2S,3R)-3-methyl-3-propylaziridine-2-carboxylate (497238-06-9)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 0.333333h;

DOI:10.1016/S0040-4020(02)00727-5

Reference yield:

methyl (2S,3S)-3-propylaziridine-2-carboxylate (497238-02-5) → methyl (2S,3R)-3-methyl-3-propylaziridine-2-carboxylate (497238-06-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: diethyl ether / 3 h / -78 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane; 1: Swern oxidation;

DOI:10.1016/S0040-4020(02)00727-5

Reference yield:

methyl (2S,3S)-1-[(S)-4-methylbenzenesulfinyl]-3-propylaziridine-2-carboxylate (497237-96-4) → methyl (2S,3R)-3-methyl-3-propylaziridine-2-carboxylate (497238-06-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / MeMgBr / tetrahydrofuran / -78 °C

2: 62 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

3: diethyl ether / 3 h / -78 °C

With oxalyl dichloride; methylmagnesium bromide; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 2: Swern oxidation;

DOI:10.1016/S0040-4020(02)00727-5

upstream raw materials:

methylmagnesium bromide

methyl (S)-3-propyl-2H-azirine-2-carboxylate

methyl (2S,3S)-3-propylaziridine-2-carboxylate

methyl (2S,3S)-1-[(S)-4-methylbenzenesulfinyl]-3-propylaziridine-2-carboxylate