Bicyclo[2.2.1]heptan-2-ol, 4-methylbenzenesulfonate, (1R,2R,4S)-rel-

Base Information

• Chemical Name: Bicyclo[2.2.1]heptan-2-ol, 4-methylbenzenesulfonate, (1R,2R,4S)-rel-
• CAS No.: 959-42-2
• Molecular Formula: C14H18O3S
• Molecular Weight: 266.361
• Mol file: 959-42-2.mol

Synonyms:2-exo-norbornyl tosylate;exo-2-bicyclo[2.2.1]heptyl tosylate;exo-2-(tosyloxy)norbornane;exo-2-norbornyl p-toluenesulfonate;2exo-norbornyl p-toluenesulfonate;Bicyclo[2.2.1]hept-exo-2-yl p-toluenesulfonate;

Chemical Property of Bicyclo[2.2.1]heptan-2-ol, 4-methylbenzenesulfonate, (1R,2R,4S)-rel-

Chemical Property:

• Melting Point: 55-56 °C
• Boiling Point: 399.3±11.0 °C(Predicted)
• PSA: 51.75000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 3.96970

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Bicyclo[2.2.1]heptan-2-ol, 4-methylbenzenesulfonate, (1R,2R,4S)-rel-

There total 8 articles about Bicyclo[2.2.1]heptan-2-ol, 4-methylbenzenesulfonate, (1R,2R,4S)-rel- 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: 41.0%

(2R)-(+)-exo-2-norborneol (497-37-0) + p-toluenesulfonyl chloride (98-59-9) → (1R,2R,4S)-bicyclo[2.2.1]heptan-2-yl 4-methylbenzenesulfonate (840-90-4,959-42-2,31186-83-1,31186-84-2,31186-85-3,37006-23-8,94112-67-1)

Guidance literature:

With trimethylamine hydrochloride; triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02117

Reference yield:

exo-2-norbornanol (497-37-0) + p-toluenesulfonyl chloride (98-59-9) → 2-norbornyl tosylate (959-42-2)

Guidance literature:

With pyridine; Yield given;

DOI:10.1021/jo00001a041

Reference yield:

Bicyclo<3.1.1>hept-2-yl p-toluenesulfinate (23730-25-8,134334-51-3) → 2-norbornyl tosylate (959-42-2) + endo 2-norbornyl tosylate (840-90-4) + Bicyclo<3.1.1>hept-2-yl p-toluenesulfonate

Guidance literature:

With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 0 ℃; for 0.166667h; Yield given. Yields of byproduct given;

upstream raw materials:

(2R)-(+)-exo-2-norborneol

p-toluenesulfonyl chloride

exo-2-norbornanol

Bicyclo<3.1.1>hept-2-yl p-toluenesulfinate

Downstream raw materials:

(2R)-(+)-exo-2-norborneol

exo-2-norbornanol

exo-2-ethoxybicyclo[2.2.1]heptane

norborn-2-ene