67441-54-7

Basic information

• Product Name: 4-(5-Hydroxy-4,8-dimethyl-7-nonenyl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-acetic acid
• Synonyms: 4-(5-Hydroxy-4,8-dimethyl-7-nonenyl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-acetic acid;3,8-Dioxabicyclo(3.2.1)octane-1-acetic acid, 4-(4,8-dimethyl-5-hydroxy-7-nonenyl)-4-methyl-
• CAS NO: 67441-54-7
• Molecular Formula: C20H34O5
• Molecular Weight: 354.481
• Mol File: 67441-54-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 496.9°Cat760mmHg
• Flash Point: 167.4°C
• Appearance: /
• Density: 1.079g/cm³
• Vapor Pressure: 5.89E-12mmHg at 25°C
• Refractive Index: 1.501
• CAS DataBase Reference: 4-(5-Hydroxy-4,8-dimethyl-7-nonenyl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(5-Hydroxy-4,8-dimethyl-7-nonenyl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-acetic acid(67441-54-7)
• EPA Substance Registry System: 4-(5-Hydroxy-4,8-dimethyl-7-nonenyl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-acetic acid(67441-54-7)

Safety Data

• Hazardous Substances Data: 67441-54-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H34O5/c1-14(2)7-8-16(21)15(3)6-5-10-19(4)17-9-11-20(25-17,13-24-19)12-18(22)23/h7,15-17,21H,5-6,8-13H2,1-4H3,(H,22,23)

Upstream product

• 67441-45-6 2S,3R-6-(2-hydroxyethylidene)-2-methyl-2-(4,8-dimethyl-5-hydroxy-7-nonenyl)-oxepan-3-ol 
• 77878-59-2 ethyl 8-(benzyloxy)-3,7-dimethyl-2-octenoate 
• 77878-33-2 1-(benzyloxy)-2,6-dimethyl-10-oxoundec-6-ene 
• 77878-12-7 8-(benzyloxy)-3,7-dimethyl-2-octenol 
• 90528-01-1 cis/trans-2-<2-(Bromomethyl)-2-methoxytetrahydrofuran-5-yl>-2-methyl-5-oxotetrahydrofuran 
• 77878-50-3 ethyl (1RS,4SR,5RS)-4-(5-acetoxy-4,8-dimethyl-8-nonenyl)-4-methyl-3,8-dioxabicyclo<3.2.1>octane-1-acetate 
• 79756-36-8 (1RS,4RS,5SR)-1-methoxy-4-methyl-4-(4-carbethoxy-4,8-dimethyl-5-oxo-8-nonenyl)-3,8-dioxabicyclo<3.2.1>octane 
• 79756-38-0 2-[3-((1R,2S,5S)-5-Methoxy-2-methyl-3,8-dioxa-bicyclo[3.2.1]oct-2-yl)-propyl]-2,6-dimethyl-3-oxo-hept-6-enoic acid 
• 77878-55-8 (E)-2-Acetyl-10-benzyloxy-5,9-dimethyl-dec-4-enoic acid ethyl ester 
• 77878-48-9 (1RS,4RS,5SR)-1-methoxy-4-methyl-4-(5-acetoxy-4,8-dimethyl-8-nonenyl)-3,8-dioxabicyclo<3.2.1>octane 
• 77878-49-0 (1RS,4RS,5SR)-1-hydroxy-4-methyl-4-(5-acetoxy-4,8-dimethyl-8-nonenyl)-3,8-dioxabicyclo<3.2.1>octane 
• 77878-09-2 11-(benzyloxy)-1-bromo-6,10-dimethyl-2-oxoundec-5-ene 
• 77878-32-1 11-benzyloxy-6,10-dimethyl-2-trimethylsiloxy-undec-1,5-diene 
• 77878-43-4 7-benzyloxy-2-[2-bromomethyl-2-methoxy-tetrahydrofuran-5-yl]-6-methyl-heptan-2-ol 

Relevant articles and documents

REGIOSPECIFIC SYNTHESIS OF DIOXABICYCLOOCTANES CONTAINING A TERMINAL PRENYL SIDECHAIN

A Wittig reaction employing the ylide generated from isopropyl triphenylphosphonium bromide with THP-protected aldol intermediate 8 constitutes the key step in a regiospecific synthesis of olefin 1 in the total synthesis of zoapatanol analogue 2a.

(1RS,4SR,5RS)-4-(5-Hydroxy-4,8-dimethyl-7-nonen-1-yl)-4-methyl-3,8-dioxabicyclooctane-1-acetic Acid from Geraniol

(E)-Geraniol (4) has been converted via 13 steps involving epoxidations, hydrolytic epoxide ring opening, and two ring closures to the key intermediate 3,8-dioxabicyclooctane alcohol 10 having stereochemical integrity at all three centers of asymmetry.Extension of the three-carbon side chain of 10 and attachment of the acetic acid side chain at C-1 in nine steps completed the geraniol-based total synthesis of the zoapatanol related bicyclic acid 3.The total synthesis of 3 from the ketal-ketone 5 has also been described.

Oxepanes

Chemical compounds having a substituted oxepane ring and methods of preparing such compounds are described. The compounds are active as utero-evacuant agents.