(±)- 1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione, 4-ethyl-7,8-dihydro-4-hydroxy

Base Information

• Chemical Name: (±)- 1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione, 4-ethyl-7,8-dihydro-4-hydroxy
• CAS No.: 102978-40-5
• Molecular Formula: C13H13NO5
• Molecular Weight: 263.25
• Mol file: 102978-40-5.mol

Synonyms:4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione;4-ethyl-6-methyl-DBT;4-ethyl-1,4,7,8-tetrahydro-4-hydroxypyrano[3,4-f]indolizine-3,6,10-trione;7,8-dihydro-4-ethyl-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione;4-ethyl-6-oxo-1,4,7,8-tetrahydro-4-hydroxy-pyrano [3,4-f]indolizine-3,10(6H)-dione;

Chemical Property of (±)- 1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione, 4-ethyl-7,8-dihydro-4-hydroxy

Chemical Property:

• Melting Point: 193-195℃
• Boiling Point: 666.6±55.0 °C(Predicted)
• PKA: 11.20±0.20(Predicted)
• PSA: 85.60000
• Density: 1.50
• LogP: 0.08910

Purity/Quality:

98%min ^*data from raw suppliers

4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (±)- 1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione, 4-ethyl-7,8-dihydro-4-hydroxy

There total 24 articles about (±)- 1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione, 4-ethyl-7,8-dihydro-4-hydroxy 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: 93.0%

4-ethyl-4,6-dihydroxy-3,10-dioxo-3,4,8,10-tetrahydro-1H-pyrano[3,4-f]indolizine-7-carboxylic acid tert-butyl ester → 4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione (102978-40-5)

Guidance literature:

With trifluoroacetic acid; In toluene; at 110 ℃; for 2h;

Reference yield: 81.9%

4'-ethyl-1',4',7',8'-tetrahydro-4'-hydroxy-3'H,10'H-spiro[1,3-dioxolane-2,6'-pyrano[3,4-f]indolizine]-3',10'-dione (102978-41-6) → 4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione (102978-40-5)

Guidance literature:

With trifluoroacetic acid; for 3h; Ambient temperature;

Reference yield: 45.0%

7-hydroxy-de-AB-camptothecin → 4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione (102978-40-5)

Guidance literature:

With dipyridinium dichromate; 4 A molecular sieve; In dichloromethane; at 0 ℃; for 3.5h;

DOI:10.1021/jo00055a012

upstream raw materials:

ethyl 2-acetoxy-2-<6-(acetoxymethyl)-1,1-(ethylenedioxy)-5-oxo-1,2,3,5-tetrahydroindolizin-7-yl>butanoate

4'-ethyl-1',4',7',8'-tetrahydro-4'-hydroxy-3'H,10'H-spiro[1,3-dioxolane-2,6'-pyrano[3,4-f]indolizine]-3',10'-dione

6-(acetoxymethyl)-1,1'-(ethylenedioxy)-7-<1'-(ethoxycarbonyl)propyl>-5-oxo-Δ⁶⁽⁸⁾-tetrahydroindolizine

4-ethyl-1,6,7,8-tetrahydro-10H-pyrano[3,4-f]indolizine-3,10(4H)-dione

Downstream raw materials:

10,11-(methylenedioxy)-(20RS)-camptothecin

7-ethyl-10-hydroxycamptothecin

4,11-diethyl-4,9-dihydroxy-1H-pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14 (4H,12H)-dione

irinotecan hydrochloirde