(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione
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- CAS-Nr.
- 110351-94-5
- Englisch Name:
- (S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione
- Synonyma:
- (S)-4-ETHYL-4-HYDROXY-7,8-DIHYDRO-1H-PYRANO[3,4-F]INDOLIZINE-3,6,10(4H)-TRIONE;(4S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10-trione;(S)-trione;(S)-4-hydroxy-4-propyl-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione;RUBI-006;10(4H)-TRIONE;4-F]INDOLIZINE-3;Trihydroxy lactone;Exatecan Impurity 3;8-DIHYDRO-1H-PYRANO[3
- CBNumber:
- CB41009288
- Summenformel:
- C13H13NO5
- Molgewicht:
- 263.25
- MOL-Datei:
- 110351-94-5.mol
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(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione Eigenschaften
- Schmelzpunkt:
- 183-185℃ (decomposition)
- Siedepunkt:
- 666.6±55.0 °C(Predicted)
- Dichte
- 1.50±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 11.20±0.20(Predicted)
- Aggregatzustand
- Solid
- Farbe
- Off-white to light brown
- InChI
- InChI=1S/C13H13NO5/c1-2-13(18)8-5-9-10(15)3-4-14(9)11(16)7(8)6-19-12(13)17/h5,18H,2-4,6H2,1H3/t13-/m0/s1
- InChIKey
- IGKWOGMVAOYVSJ-ZDUSSCGKSA-N
- SMILES
- C1(=O)C2N(C(=O)C3COC(=O)[C@@](CC)(O)C=3C=2)CC1
(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione Chemische Eigenschaften,Einsatz,Produktion Methoden
Chemische Eigenschaften
Light yellow solid.
Verwenden
(4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione is a key intermediate in the synthesis of Irinotecan (I767500) and Camptothecin (C175150) analogs.
synthetische
Synthesis of (S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione: Compound (Formula 4) 4.3 g (100 mmol), 200 ml of dichloromethane, 200 ml of 2M sulfuric acid, stirred at room temperature for 2 h, separated the organic layer, washed with saturated brine, dried, recovered dichloromethane to dryness, and recrystallized from isopropanol to obtain S-tricyclic lactone (Formula 1) 1.5 g, mp 172-174°C, [α]D15+115.6° (C=0.5, chloroform), yield 57%.
![Synthesis of (S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione](/NewsImg/2022-07-14/6379343161441863966536659.jpg)
target
Camptothecins
Clinical claims and research
Camptothecin is a pentacyclic alkaloid extracted from Camptotheca by Wall et al. in the early 1960s. As an anticancer chemical, the compound has quickly attracted people's attention due to its strong inhibitory activity against leukemia and various other malignant tumors in animal experiments. In the total synthesis of camptothecin, The total synthesis of (S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione is research focus.
(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione Upstream-Materialien And Downstream Produkte
Upstream-Materialien
(S)-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
CHUGAI-01
(4'S)-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
Downstream Produkte
(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 240)Lieferanten
110351-94-5()Verwandte Suche:
- (s)-8-Ethyl-8-hydroxy-2,3,5,8-tetrahydro-6-oxa-3a-aza-cyclopenta[b]naphthalene-1,4,7-trione
- (S)-4-hydroxy-4-propyl-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3
- (S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
- 1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione, 4-ethyl-7,8-dihydro-4-hydroxy-, (4S)-
- 1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione, 4-ethyl-7,8-dihydro-4-hydroxy-, (S)-
- RUBI-006
- (S)-4-ETHYL-4-HYDROXY-7,8-DIHYDRO-1H-PYRANO[3,4-F]INDOLIZINE-3,6,10(4H)-TRIONE 110351-94-5
- (S)-4-ETHYL-4-HYDROXY-7
- 10(4H)-TRIONE
- 4-F]INDOLIZINE-3
- 8-DIHYDRO-1H-PYRANO[3
- Exatecan intermediates
- (S)-4-hydroxy-4-propyl-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
- Trihydroxy lactone
- Exatecan Intermediate 1
- (S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolidin-3,6,10(4H)-trione
- Exatecan Impurity 3
- (S) 4-ethyl-4-hydroxy-7,8-dihydro-1H-pyrano O [3,4-F] indoleazine-3,6,10 (4) - one
- (4S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)trione
- Irinotecan Impurity 64
- (S)-8-Ethyl-8-hydroxy-2,3,5,8-tetrahydro- 6-oxa-3-aza-cyclopenta [beta] naphthalene-1,4,7-trione
- (4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
- (4S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10-trione
- (S)-4-ETHYL-4-HYDROXY-7,8-DIHYDRO-1H-PYRANO[3,4-F]INDOLIZINE-3,6,10(4H)-TRIONE
- (S)-trione
- 110351-94-5
- Anti-cancer
- ADCs Linkers
- 1
