4678-07-3

Basic information

• Product Name: (4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl)methyl 4-methylbenzenesulfonate
• CAS NO: 4678-07-3
• Molecular Formula: C₂₂H₃₂O₃S
• Molecular Weight: 376.5527
• Mol File: 4678-07-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 476.7°C at 760 mmHg
• Flash Point: 242.1°C
• Density: 1.106g/cm³
• Vapor Pressure: 8.59E-09mmHg at 25°C
• Refractive Index: 1.53
• CAS DataBase Reference: (4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl)methyl 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl)methyl 4-methylbenzenesulfonate(4678-07-3)
• EPA Substance Registry System: (4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl)methyl 4-methylbenzenesulfonate(4678-07-3)

Safety Data

• Hazardous Substances Data: 4678-07-3(Hazardous Substances Data)

Usage

General Description

(4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl)methyl 4-methylbenzenesulfonate is a chemical compound with a complex structure that includes a fused-ring system and a sulfonate group. It is typically used as a synthetic intermediate in the production of pharmaceuticals and other organic compounds. The compound's unique structure and reactivity make it valuable for various chemical synthesis processes. It is important to handle and use this chemical with caution due to its potential hazards and toxicity. Overall, this compound plays a crucial role in the production of a wide range of useful chemical products.

Upstream product

• 1139-17-9 (-)-Isolongifolol 
• 98-59-9 p-toluenesulfonyl chloride 
• 13928-57-9 methyl isolongifolate 
• 1139-17-9 (-)-isolongifolol 

Downstream Products

• 943033-63-4 [(1R,2S,7R,8S,9R)-3,3,7-trimethyltricyclo[5.4.0.0^2,9]undec-8-yl]acetonitrile 
• 475-20-7 longifolene 
• 81572-03-4 <α-2H2>benzyl isolongifolyl thioether 
• 1135-66-6 (-)-isolongifolene 

Relevant articles and documents

Isoform-selective inhibition of the human UDP-glucuronosyltransferase 2B7 by isolongifolol derivatives

A set of 48 derivatives of the tricyclic sesquiterpenol alcohol isolongifolol was synthesized. The set comprised homochiral and diastereomeric alcohols, amines, chlorohydrins, as well as carboxylic acids, phosphonic acids, and their corresponding esters. The absolute configuration of the epimeric compounds was assigned by 2D NMR experiments [gradient heteronuclear single quantum correlation (gHSQC) and gradient nuclear Overhauser enhancement spectroscopy (gNOESY)] in agreement with crystallographic data. The tricyclic derivatives were assessed as inhibitors of the human UDP-glucuronosyltransferase (UGT) 2B7. The phenyl-substituted secondary alcohol 26b was the best inhibitor in this series and its competitive inhibition constant was 18 nM. Compound 26b was not glucuronidated by UGT2B7 and other hepatic UGT enzymes, presumably due to the high steric hindrance exerted by its bulky phenyl substituent. Its inhibitory activity toward 14 other UGT isoforms of subfamily 1A and 2B was determined, and the data indicated that the tricyclic secondary alcohol 26b was highly selective for UGT2B7 (true selectivity > 1000).

STUDIES IN SESQUITERPENES-LV ISOLONGIFOLENE(PART 6): MECHANISM OF REARRANGEMENT OF LONGIFOLENE TO ISOLONGIFOLENE-I

The gross mechanism of rearrangement of longifolene to isolongifolene has been elucidated by using site-specifically labelled longifolene-4,4,5,5-d4 and shown to follow the pathway proposed by Berson et al., which involves an exo, exo Me shift, in preference to the endo, endo Me migration route proposed earlier.An efficient synthesis of longifolene-4,4,5,5-d4, the key compound in the present investigation, is described.