1a,7b-Dihydrooxireno(f)quinoline

Base Information

• Chemical Name: 1a,7b-Dihydrooxireno(f)quinoline
• CAS No.: 87707-14-0
• Molecular Formula: C9H7NO
• Molecular Weight: 145.161
• Hs Code.: 2933990090
• Mol file: 87707-14-0.mol

Synonyms:5,6-Epoxy-5,6-dihydroquinoline;Oxireno(f)quinoline, 1a,7b-dihydro-;

Chemical Property of 1a,7b-Dihydrooxireno(f)quinoline

Chemical Property:

• PSA: 25.42000
• LogP: 1.54830

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1a,7b-Dihydrooxireno(f)quinoline

There total 8 articles about 1a,7b-Dihydrooxireno(f)quinoline 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: 73.0%

quinoline (91-22-5) → 3-hydroxyquinoline (580-18-7) + 1a,7b-dihydrooxireno[2,3-f]quinoline (87707-14-0,130536-37-7,135096-28-5,135096-21-8)

Guidance literature:

With glucose dehydrogenase; D-glucose; cytochrome P₄₅₀ enzyme CYP₁₀₂A₁ R₄₇L/Y₅₁F/H₁₇₁L/I₂₆₃G/I₄₀₁P mutant; C₂₁H₂₅N₇O₁₇P₃^(3-)*2H⁽¹⁺⁾*Na⁽¹⁺⁾; In aq. phosphate buffer; ethanol; at 20 ℃; for 16h; pH=8.4; Reagent/catalyst; Catalytic behavior; Enzymatic reaction;

DOI:10.1002/anie.201904157

Reference yield: 70.0%

6,8-Dibromo-5,6,7,8-tetrahydroquinolin-5-yl acetate (130536-43-5) → 1a,7b-dihydrooxireno[2,3-f]quinoline (87707-14-0,130536-37-7,135096-28-5,135096-21-8)

Guidance literature:

With sodium methylate; In tetrahydrofuran; 1.) 0 deg C, 1 h, 2.) room temperature, 4 h;

Reference yield:

quinoline (91-22-5) → 1a,7b-dihydrooxireno[2,3-f]quinoline (87707-14-0,130536-37-7,135096-28-5,135096-21-8)

Guidance literature:

With glucose dehydrogenase; D-glucose; cytochrome P₄₅₀ enzyme CYP₁₀₂A₁ F₈₇V/H₁₇₁L/I₂₆₃G/Q₃₀₇H/N₃₁₉Y mutant; C₂₁H₂₅N₇O₁₇P₃^(3-)*2H⁽¹⁺⁾*Na⁽¹⁺⁾; In aq. phosphate buffer; ethanol; at 20 ℃; pH=8.4; Reagent/catalyst; Enzymatic reaction;

DOI:10.1002/anie.201904157

upstream raw materials:

5,6-Epoxy-5,6,7,8-tetrahydroquinoline

6,8-Dibromo-5,6,7,8-tetrahydroquinolin-5-yl acetate

7,8-dihydro-quinoline

5,6,7,8-tetrahydroquinolin-5-ol

Downstream raw materials:

6-hydroxyquinoline

quinolin-5-ol

5,6-trans-dihydroxy-5,6-dihydroquinoline

5,6-epoxy-5,6-dihydroquinoline 1-oxide

Refernces

• 1、 Agarwal, Shiv K.,Boyd, Derek R.,Davies, R. Jeremy H.,Hamilton, Lynne,Jerina, Donald M.,et al.. "Synthesis of Arene Oxide and trans-Dihydrodiol Metabolites of Quinoline". . p. 1969 - 1974. Retrieved 2007/10/02.