(-)-(S,S)-3-(2-Chloro-5-nitrophenyl)-2-(d-2-oxo-10-bornylsulfonyl)oxaziridine

Base Information

• Chemical Name: (-)-(S,S)-3-(2-Chloro-5-nitrophenyl)-2-(d-2-oxo-10-bornylsulfonyl)oxaziridine
• CAS No.: 81310-08-9
• Molecular Formula: C₁₇H₁₉ClN₂O₆S
• Molecular Weight: 414.867
• Mol file: 81310-08-9.mol

Synonyms:(-)-(S,S)-3-(2-Chloro-5-nitrophenyl)-2-(d-2-oxo-10-bornylsulfonyl)oxaziridine

Chemical Property of (-)-(S,S)-3-(2-Chloro-5-nitrophenyl)-2-(d-2-oxo-10-bornylsulfonyl)oxaziridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (-)-(S,S)-3-(2-Chloro-5-nitrophenyl)-2-(d-2-oxo-10-bornylsulfonyl)oxaziridine

There total 5 articles about (-)-(S,S)-3-(2-Chloro-5-nitrophenyl)-2-(d-2-oxo-10-bornylsulfonyl)oxaziridine 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: 40.0%

N-(2-chloro-5-nitrobenzylidene)-d-10-camphorsulfonamide (82679-82-1) → (-)-(S,S)-3-(2-Chloro-5-nitrophenyl)-2-(d-2-oxo-10-bornylsulfonyl)oxaziridine (81310-08-9) + (R,R)-(+)-2-(d-10-camphorsulfonyl)-3-(2-chloro-5-nitrophenyl)oxaziridine (81369-89-3)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In chloroform; for 3.5h; Ambient temperature;

DOI:10.1021/ja00384a028

Reference yield:

(1S)-10-camphorsulfonic acid (3144-16-9,61380-66-3) → (-)-(S,S)-3-(2-Chloro-5-nitrophenyl)-2-(d-2-oxo-10-bornylsulfonyl)oxaziridine (81310-08-9)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / 1.) room temperature, 10 min, 2.) reflux, 1.5 h

2: 8.2 g / ammonia / CHCl₃ / 0.67 h

3: 70 percent / 0.33 h / 165 °C

4: 50 percent / m-chloroperbenzoic acid, NaHCO₃ / CHCl₃ / 3.5 h / Ambient temperature

With thionyl chloride; ammonia; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In chloroform;

DOI:10.1021/ja00384a028

Reference yield:

2-chloro-5-nitrobenzaldehyde diethyl acetal (20423-20-5) → (-)-(S,S)-3-(2-Chloro-5-nitrophenyl)-2-(d-2-oxo-10-bornylsulfonyl)oxaziridine (81310-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / 0.33 h / 165 °C

2: 50 percent / m-chloroperbenzoic acid, NaHCO₃ / CHCl₃ / 3.5 h / Ambient temperature

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In chloroform;

DOI:10.1021/ja00384a028

upstream raw materials:

N-(2-chloro-5-nitrobenzylidene)-d-10-camphorsulfonamide

(1S)-10-camphorsulfonic acid

2-chloro-5-nitrobenzaldehyde diethyl acetal

(+)-(1S)-Campher-10-sulfonsaeure-chlorid

Downstream raw materials:

phenylmethyl selenoxide

(+) N-(methylbenzeneselenide)-d-10-camphorsulfonimide

2-chloro-5-nitrobenzaldehyde