(+)-(1S,4R,7R)-7-isopropyl-5-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene

Base Information

• Chemical Name: (+)-(1S,4R,7R)-7-isopropyl-5-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene
• CAS No.: 114612-54-3
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.236
• Mol file: 114612-54-3.mol

Synonyms:(+)-(1S,4R,7R)-7-isopropyl-5-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene

Chemical Property of (+)-(1S,4R,7R)-7-isopropyl-5-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(1S,4R,7R)-7-isopropyl-5-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene

There total 8 articles about (+)-(1S,4R,7R)-7-isopropyl-5-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene 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: 39.0%

(R)-5-isopropyl-2-methylcyclohexa-1,3-diene (4221-98-1) → (+)-(1R,4S,7R)-7-isopropyl-5-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene (114612-55-4) + (+)-(1S,4R,7R)-7-isopropyl-5-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene (114612-54-3) + (2S,4R)-p-mentha-1(7),5-dien-2-yl-hydroperoxide (114612-56-5) + (2R,4R)-p-mentha-1(7),5-dien-2-yl-hydroperoxide (114564-46-4)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; oxygen; rose bengal; In methanol; for 0.666667h; Further byproducts given;

Reference yield: 39.0%

(R)-5-isopropyl-2-methylcyclohexa-1,3-diene (4221-98-1) → (+)-(1R,4S,7R)-7-isopropyl-5-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene (114612-55-4) + 4β-p-mentha-2,5-dien-1α-yl-hydroperoxide (114564-45-3) + 4β-p-mentha-2,5-dien-1β-yl-hydroperoxide (114564-44-2) + (+)-(1S,4R,7R)-7-isopropyl-5-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene (114612-54-3) + (2S,4R)-p-mentha-1(7),5-dien-2-yl-hydroperoxide (114612-56-5) + (2R,4R)-p-mentha-1(7),5-dien-2-yl-hydroperoxide (114564-46-4)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; oxygen; rose bengal; In methanol; for 0.666667h; Mechanism; Product distribution; different solvents and sensibilisators;

Reference yield:

(R)-5-isopropyl-2-methylcyclohexa-1,3-diene (4221-98-1) → 4-methylisopropylbenzene (99-87-6) + (+)-(1R,4S,7R)-7-isopropyl-5-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene (114612-55-4) + 4β-p-mentha-2,5-dien-1β-yl-hydroperoxide (114564-44-2) + (+)-(1S,4R,7R)-7-isopropyl-5-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene (114612-54-3)

Guidance literature:

With oxygen; rose bengal; In methanol; for 0.666667h; Further byproducts given; Ambient temperature; Irradiation;

DOI:10.1002/hlca.19890720107

upstream raw materials:

(R)-5-isopropyl-2-methylcyclohexa-1,3-diene

Downstream raw materials:

(3S:4R:6R)-p-menthene-⁽¹⁾-diol-(3.6)

(1S,4R,5R,6R,7R)-5-methyl-7-(propan-2-yl)-2,3-dioxabicyclo-[2.2.2]octane-5,6-diol

(2R,3R,4S,5R)-2,3,4-trihydroxy-2-methyl-5-(propan-2-yl)cyclohexanone