cis-10-oxabicyclo<7.1.0>dec-4-ene

Base Information

• Chemical Name: cis-10-oxabicyclo<7.1.0>dec-4-ene
• CAS No.: 87020-57-3
• Molecular Formula: C₉H₁₄O
• Molecular Weight: 138.21
• Mol file: 87020-57-3.mol

Synonyms:

Chemical Property of cis-10-oxabicyclo<7.1.0>dec-4-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-10-oxabicyclo<7.1.0>dec-4-ene

There total 1 articles about cis-10-oxabicyclo<7.1.0>dec-4-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: 70.0%

cis,cis-cyclonona-1,5-diene (14255-64-2) → (1RS,4RS,6SR,10SR)-5,11-dioxatricyclo<8.1.0.04,6>undecane (87020-58-4,87068-66-4,87421-71-4) + cis-10-oxabicyclo<7.1.0>dec-4-ene (87020-57-3,87068-67-5)

Guidance literature:

With peracetic acid; In dichloromethane; 1.) 0 deg C, 1 h, 2.) 18 deg C, 4 h;

Reference yield:

cis-10-oxabicyclo<7.1.0>dec-4-ene (87020-57-3,87068-67-5) → (1S,4R,6S,10R)-5,11-dioxatricyclo<8.1.0.04,6>undecane (87020-58-4,87068-66-4,87421-71-4)

Guidance literature:

With N-Bromosuccinimide; perchloric acid; water; potassium carbonate; Yield given. Multistep reaction; 1.) acetone, 4 h, 2.) MeOH, H₂O, 18 deg C, 16 h;

Reference yield:

cis-10-oxabicyclo<7.1.0>dec-4-ene (87020-57-3,87068-67-5) → (1SR,2SR,5SR,6SR)-2,6-bis-(diphenylphosphinoyl)cyclononane-1,5-diol (87020-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) perchloric acid, N-bromosuccinimide, H₂O, 2.) K₂CO₃ / 1.) acetone, 4 h, 2.) MeOH, H₂O, 18 deg C, 16 h

2: 2.) H₂O₂, AcOH, 3.) pyridine, 4-dimethylaminopyridine, 4.) KOH

With pyridine; dmap; potassium hydroxide; N-Bromosuccinimide; perchloric acid; water; dihydrogen peroxide; potassium carbonate; acetic acid;

upstream raw materials:

cis,cis-cyclonona-1,5-diene

Downstream raw materials:

(1RS,2RS)-2-diphenylphosphinoylcyclonon-6-enol

(1RS,2RS)-2-diphenylphosphinoylcyclonon-5-enol

(1S,4R,5R,9R)-4-(Diphenyl-phosphinoyl)-10-oxa-bicyclo[7.1.0]decan-5-ol

(1R,4R,5R,9S)-4-(Diphenyl-phosphinoyl)-10-oxa-bicyclo[7.1.0]decan-5-ol

Refernces