(E)-hex-2-en-1-yl tosylcarbamate

Base Information

• Chemical Name: (E)-hex-2-en-1-yl tosylcarbamate
• CAS No.: 1437784-91-2
• Molecular Formula: C₁₄H₁₉NO₄S
• Molecular Weight: 297.375
• Mol file: 1437784-91-2.mol

Synonyms:(E)-hex-2-en-1-yl tosylcarbamate

Chemical Property of (E)-hex-2-en-1-yl tosylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-hex-2-en-1-yl tosylcarbamate

There total 2 articles about (E)-hex-2-en-1-yl tosylcarbamate 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: 99.0%

(E)-2-Hexen-1-ol (928-95-0) + Tosyl isocyanate (4083-64-1) → (E)-hex-2-en-1-yl tosylcarbamate (1437784-91-2)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1002/anie.201403090

Reference yield:

(E)-2-Hexenal (6728-26-3) → (E)-hex-2-en-1-yl tosylcarbamate (1437784-91-2)

Guidance literature:

Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / dichloromethane; hexane / 1 h / 0 °C / Inert atmosphere

2: dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With diisobutylaluminium hydride; In hexane; dichloromethane;

DOI:10.1039/d1ob00670c

Reference yield: 94.0%

(E)-hex-2-en-1-yl tosylcarbamate (1437784-91-2) → 4-methyl-N-(1-propyl-2-propenyl)benzenesulfonamide (369354-95-0)

Guidance literature:

With C₉₆H₇₆F₆Fe₂N₂O₆Pd₂; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In dichloromethane-d2; at 35 ℃; for 1h; Temperature; enantioselective reaction; Kinetics; Catalytic behavior;

DOI:10.1002/chem.201600138

upstream raw materials:

(E)-2-Hexen-1-ol

Tosyl isocyanate

(E)-2-Hexenal

Downstream raw materials:

C₁₄H₁₈BrNO₄S

4-methyl-N-(1-propyl-2-propenyl)benzenesulfonamide

toluene-4-sulfonamide

N-(1-propyl-allyl)-4-methyl-benzenesulfonamide

Refernces

• 1、 Bauer, Johannes Moritz,Frey, Wolfgang,Peters, René. "Dual Palladium(II)/Tertiary Amine Catalysis for Asymmetric Regioselective Rearrangements of Allylic Carbamates". supporting information. p. 5767 - 5777. Retrieved 2016/04/20.