N-t-Boc-2S-1S-butyldimethylsilyloxy-2-chloroethyl)aziridine

Base Information

• Chemical Name: N-t-Boc-2S-1S-butyldimethylsilyloxy-2-chloroethyl)aziridine
• CAS No.: 326480-01-7
• Molecular Formula: C15H30ClNO3Si
• Molecular Weight: 335.947
• Mol file: 326480-01-7.mol

Synonyms:N-t-Boc-2S-1S-butyldimethylsilyloxy-2-chloroethyl)aziridine;(2S)-2-[(1S)-2-Chloro-1-[[(1,1-diMethylethyl)diMethylsilyl]oxy]ethyl]-1-aziridinecarboxylic Acid 1,1-DiMethylethyl Ester

Chemical Property of N-t-Boc-2S-1S-butyldimethylsilyloxy-2-chloroethyl)aziridine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 353.867°C at 760 mmHg
• Flash Point: 167.813°C
• PSA: 38.54000
• Density: 1.051g/cm³
• LogP: 4.17280
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

97% ^*data from raw suppliers

N-t-Boc-2S-1S-butyldimethylsilyloxy-2-chloroethyl)aziridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-t-Boc-2S-1S-butyldimethylsilyloxy-2-chloroethyl)aziridine

There total 2 articles about N-t-Boc-2S-1S-butyldimethylsilyloxy-2-chloroethyl)aziridine 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: 100.0%

2(S)-t-butyldimethylsilyloxy-3(R)-(t-butyloxycarbonyl)amino-1,4-dichlorobutane (326480-00-6) → N-t-butyloxycarbonyl-2(S)-(1(S)-t-butyldimethylsilyloxy-2-chloroethyl)aziridine (326480-01-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃; for 5h;

DOI:10.1021/ol016147s

Reference yield:

2(R)-((tert-butyloxycarbonyl)amino)-1,4-dichloro-3(S)-hydroxybutane (326479-99-6) → N-t-butyloxycarbonyl-2(S)-(1(S)-t-butyldimethylsilyloxy-2-chloroethyl)aziridine (326480-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / imidazole; DMAP / dimethylformamide / 12 h / 50 °C

2: 100 percent / NaH / tetrahydrofuran / 5 h / 0 °C

With 1H-imidazole; dmap; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ol016147s

Reference yield: 82.0%

thiophenol (108-98-5) + N-t-butyloxycarbonyl-2(S)-(1(S)-t-butyldimethylsilyloxy-2-chloroethyl)aziridine (326480-01-7) → (3S)-t-butyldimethylsilyloxy-(2R)-(t-butyloxycarbonyl)amino-4-chloro-1-phenylthiobutane (357604-39-8)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 18h;

DOI:10.1021/ol016147s

upstream raw materials:

2(S)-t-butyldimethylsilyloxy-3(R)-(t-butyloxycarbonyl)amino-1,4-dichlorobutane

2(R)-((tert-butyloxycarbonyl)amino)-1,4-dichloro-3(S)-hydroxybutane

Downstream raw materials:

(3S)-t-butyldimethylsilyloxy-(2R)-(t-butyloxycarbonyl)amino-4-chloro-1-phenylthiobutane

2(S)-t-butyldimethylsilyloxy-3(S)-(t-butyloxycarbonyl)amino-1-chloro-4-phenylbutane

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

(2R,3S)-3-tert-butoxycarbonylamino-1-isobutylamino-4-phenyl-2-butanol