N-tert-butyloxycarbonyl-N-(1,1-dimethyl-2-propenyl)benzenesulfenamide

Base Information

• Chemical Name: N-tert-butyloxycarbonyl-N-(1,1-dimethyl-2-propenyl)benzenesulfenamide
• CAS No.: 267668-31-5
• Molecular Formula: C₁₆H₂₃NO₂S
• Molecular Weight: 293.43
• Mol file: 267668-31-5.mol

Synonyms:N-tert-butyloxycarbonyl-N-(1,1-dimethyl-2-propenyl)benzenesulfenamide

Chemical Property of N-tert-butyloxycarbonyl-N-(1,1-dimethyl-2-propenyl)benzenesulfenamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-tert-butyloxycarbonyl-N-(1,1-dimethyl-2-propenyl)benzenesulfenamide

There total 4 articles about N-tert-butyloxycarbonyl-N-(1,1-dimethyl-2-propenyl)benzenesulfenamide 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: 93.0%

3-methyl-1-phenylsulfanylbut-2-ene (10276-04-7) + oxaziridine-2,3,3-tricarboxylic acid 2-tert-butyl ester 3,3-diethyl ester (462100-44-3) → N-tert-butyloxycarbonyl-N-(1,1-dimethyl-2-propenyl)benzenesulfenamide (267668-31-5)

Guidance literature:

In dichloromethane; at -40 - 20 ℃; for 0.5h;

DOI:10.1039/b201791a

Reference yield: 66.0%

N-(tert-butyloxycarbonyl) azide (1070-19-5) + 3-methyl-1-phenylsulfanylbut-2-ene (10276-04-7) → N-tert-butyloxycarbonyl-N-(1,1-dimethyl-2-propenyl)benzenesulfenamide (267668-31-5)

Guidance literature:

With iron(II) chloride; In dichloromethane; at 20 ℃;

DOI:10.1021/jo991569p

Reference yield:

2-(N-tert-butoxycarbonylimino)malonic acid diethyl ester (408346-61-2) → N-tert-butyloxycarbonyl-N-(1,1-dimethyl-2-propenyl)benzenesulfenamide (267668-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 7.68 g / mCPBA; BuLi / CH₂Cl₂ / 2 h / -78 °C

2: 93 percent / CH₂Cl₂ / 0.5 h / -40 - 20 °C

With n-butyllithium; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1039/b201791a

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

3-methyl-1-phenylsulfanylbut-2-ene

oxaziridine-2,3,3-tricarboxylic acid 2-tert-butyl ester 3,3-diethyl ester

2-(N-tert-butoxycarbonylimino)malonic acid diethyl ester