cis-1,2-bis-(toluene-4-sulfonyloxy)-cyclopentane

Base Information

• Chemical Name: cis-1,2-bis-(toluene-4-sulfonyloxy)-cyclopentane
• CAS No.: 876605-79-7
• Molecular Formula: C₁₉H₂₂O₆S₂
• Molecular Weight: 410.512
• Mol file: 876605-79-7.mol

Synonyms:

Chemical Property of cis-1,2-bis-(toluene-4-sulfonyloxy)-cyclopentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-1,2-bis-(toluene-4-sulfonyloxy)-cyclopentane

There total 8 articles about cis-1,2-bis-(toluene-4-sulfonyloxy)-cyclopentane 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: 6.0%

cis-1,2-cyclopentanediol (5057-98-7,86703-52-8) + p-toluenesulfonyl chloride (98-59-9) → cis-1,2-bis-(toluene-4-sulfonyloxy)-cyclopentane (876605-79-7) + cis-2-hydroxycyclopentyl 4-toluenesulfonate (15051-88-4,55215-01-5)

Guidance literature:

With 2-Aminoethoxydiphenylborane; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 23 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja302549c

Reference yield:

(+/-)-cis-Cyclopent-3-ene-1,2-diol (694-29-1) → cis-1,2-bis-(toluene-4-sulfonyloxy)-cyclopentane (876605-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Raney nickel; ethanol / Hydrogenation

With ethanol; nickel;

DOI:10.1039/jr9520004026

Reference yield:

trans-cyclopentane-1,2-diol 1-tosylate (15051-88-4,55215-01-5) → cis-1,2-bis-(toluene-4-sulfonyloxy)-cyclopentane (876605-79-7)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / Erwaermen des Reaktionsprodukts mit Kaliumacetat in Aethanol

With pyridine;

DOI:10.1039/jr9520004026

upstream raw materials:

cis-1,2-cyclopentanediol

p-toluenesulfonyl chloride

cis-2-hydroxycyclopentyl 4-toluenesulfonate

(+/-)-cis-Cyclopent-3-ene-1,2-diol

Refernces