(Z)-2-[4''-(tert-butyloxycarbonyl)phenyl]-1-[(1'S)-10'-(diisopropylsulfamoyl)isobornylthio]-1-nitroethene

Base Information

• Chemical Name: (Z)-2-[4''-(tert-butyloxycarbonyl)phenyl]-1-[(1'S)-10'-(diisopropylsulfamoyl)isobornylthio]-1-nitroethene
• CAS No.: 213532-65-1
• Molecular Formula: C₂₉H₄₄N₂O₆S₂
• Molecular Weight: 580.81
• Mol file: 213532-65-1.mol

Synonyms:(Z)-2-[4''-(tert-butyloxycarbonyl)phenyl]-1-[(1'S)-10'-(diisopropylsulfamoyl)isobornylthio]-1-nitroethene

Chemical Property of (Z)-2-[4''-(tert-butyloxycarbonyl)phenyl]-1-[(1'S)-10'-(diisopropylsulfamoyl)isobornylthio]-1-nitroethene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-2-[4''-(tert-butyloxycarbonyl)phenyl]-1-[(1'S)-10'-(diisopropylsulfamoyl)isobornylthio]-1-nitroethene

There total 6 articles about (Z)-2-[4''-(tert-butyloxycarbonyl)phenyl]-1-[(1'S)-10'-(diisopropylsulfamoyl)isobornylthio]-1-nitroethene 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: 71.0%

4-(tert-butoxycarbonyl)benzaldehyde (65874-27-3) + [(1S)-10-(diisopropylsulfamoyl)isobornylthio]nitromethane (213532-62-8) → (Z)-2-[4''-(tert-butyloxycarbonyl)phenyl]-1-[(1'S)-10'-(diisopropylsulfamoyl)isobornylthio]-1-nitroethene (213532-65-1)

Guidance literature:

With piperdinium acetate; In dichloromethane; for 12h; Heating;

DOI:10.1021/jo980582r

Reference yield:

(1S)-(+)-N,N-diisopropyl-10-camphorsulfonamide (96323-05-6) → (Z)-2-[4''-(tert-butyloxycarbonyl)phenyl]-1-[(1'S)-10'-(diisopropylsulfamoyl)isobornylthio]-1-nitroethene (213532-65-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 82 percent / Lawesson's reagent / toluene / 12 h / Heating

2.1: 91 percent / NaBH₄ / propan-2-ol / 3.2 h / 0 - 20 °C

3.1: sulfuryl chloride / CH₂Cl₂ / 4 h / -40 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

4.2: 0.49 g / tetrahydrofuran; hexane / 1 h / -78 - 20 °C

5.1: 71 percent / piperidinium acetate / CH₂Cl₂ / 12 h / Heating

With Lawessons reagent; sodium tetrahydroborate; n-butyllithium; sulfuryl dichloride; piperdinium acetate; In tetrahydrofuran; hexane; dichloromethane; isopropyl alcohol; toluene; 1.1: Substitution / 2.1: Reduction / 3.1: Chlorination / 4.1: Metallation / 4.2: Substitution / 5.1: Condensation;

DOI:10.1021/jo980582r

Reference yield:

4-Carboxybenzaldehyde (619-66-9) → (Z)-2-[4''-(tert-butyloxycarbonyl)phenyl]-1-[(1'S)-10'-(diisopropylsulfamoyl)isobornylthio]-1-nitroethene (213532-65-1)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / Heating

2: 71 percent / piperidinium acetate / CH₂Cl₂ / 12 h / Heating

With piperdinium acetate; In dichloromethane; toluene; 1: Esterification / 2: Condensation;

DOI:10.1021/jo980582r

upstream raw materials:

4-(tert-butoxycarbonyl)benzaldehyde

[(1S)-10-(diisopropylsulfamoyl)isobornylthio]nitromethane

(1S)-(+)-N,N-diisopropyl-10-camphorsulfonamide

4-Carboxybenzaldehyde