(R)-(-)-N-(tert-Butoxycarbonyl)-2-methylaziridine

Base Information

• Chemical Name: (R)-(-)-N-(tert-Butoxycarbonyl)-2-methylaziridine
• CAS No.: 129319-91-1
• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.213
• Mol file: 129319-91-1.mol

Synonyms:(R)-(-)-N-(tert-Butoxycarbonyl)-2-methylaziridine

Chemical Property of (R)-(-)-N-(tert-Butoxycarbonyl)-2-methylaziridine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(-)-N-(tert-Butoxycarbonyl)-2-methylaziridine

There total 9 articles about (R)-(-)-N-(tert-Butoxycarbonyl)-2-methylaziridine 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: 72.0%

tert-butyl [(2S)-2-hydroxypropyl]carbamate (167938-56-9) → (R)-(-)-N-(tert-Butoxycarbonyl)-2-methylaziridine (129319-91-1)

Guidance literature:

With potassium hydroxide; p-toluenesulfonyl chloride; In tetrahydrofuran; for 48h; Inert atmosphere;

DOI:10.1002/anie.200804369

Reference yield:

(2R)-2-[(tert-butoxycarbonyl)amino]propyl methanesulfonate (126301-16-4,149602-63-1,126301-17-5) → (R)-(-)-N-(tert-Butoxycarbonyl)-2-methylaziridine (129319-91-1)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -23 ℃; Yield given;

DOI:10.1016/S0040-4039(00)94666-5

Reference yield:

tert-butyl carbazate (4248-19-5) → (R)-(-)-N-(tert-Butoxycarbonyl)-2-methylaziridine (129319-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / 4-nitrobenzoic acid / chiral 1,2-cyclohexanediamine-based cobalt complex / various solvent(s) / 24 h / 20 °C

2: 62 percent / potassium hydroxide; tosyl chloride / tetrahydrofuran / 24 h / 20 °C

With potassium hydroxide; p-toluenesulfonyl chloride; 4-nitro-benzoic acid; chiral 1,2-cyclohexanediamine-based cobalt complex; In tetrahydrofuran;

DOI:10.1002/anie.200604920

upstream raw materials:

(2R)-2-[(tert-butoxycarbonyl)amino]propyl methanesulfonate

tert-butyl [(2S)-2-hydroxypropyl]carbamate

tert-butyl carbazate

di-tert-butyl dicarbonate

Downstream raw materials:

((E)-(R)-1-Methyl-3-phenyl-allyl)-carbamic acid tert-butyl ester

(+)-tert-butyl (2S,3R)-3-methylaziridine-2-carboxylate

tert-butyl (S)-3-methyl-2H-azirine-2-carboxylate

(R,Z)-tert-butyl 1-(5-tert-butyl-2-(5-chloro-2-methoxybenzoylimino)thiazol-3(2H)-yl)propan-2-ylcarbamate