ChemicalBook >> CAS DataBase List >> (S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione

(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione

CAS No.
110351-94-5
Chemical Name:
(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione
Synonyms
(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
Molecular Formula:
C13H13NO5
Molecular Weight:
263.25
MDL Number:
MFCD09833229
MOL File:
110351-94-5.mol
MSDS File:
SDS
Last updated:2026-05-28 01:19:34
Product description Number Pack Size Price
(4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione FE23128 0.05g $217.68
(4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione FE23128 0.1g $345.53
(4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione FE23128 0.25g $691.06
(4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione FE23128 0.5g $843.7
(4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione FE23128 1g $973.5
More product size

(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione Properties

Melting point 183-185℃ (decomposition)
Boiling point 666.6±55.0 °C(Predicted)
Density 1.50±0.1 g/cm3(Predicted)
storage temp. 2-8°C
pka 11.20±0.20(Predicted)
form Solid
color 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
FDA UNII YZ4S6C3GB5

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H319-H302
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501
HazardClass  IRRITANT

(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione price More Price(44)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Biosynth FE23128 (4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione 110351-94-5 0.05g $217.68 2026-06-04 Buy
Biosynth FE23128 (4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione 110351-94-5 0.1g $345.53 2026-06-04 Buy
Biosynth FE23128 (4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione 110351-94-5 0.25g $691.06 2026-06-04 Buy
Biosynth FE23128 (4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione 110351-94-5 0.5g $843.7 2026-06-04 Buy
Biosynth FE23128 (4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione 110351-94-5 1g $973.5 2026-06-04 Buy
Product number Packaging Price Buy
FE23128 0.05g $217.68 Buy
FE23128 0.1g $345.53 Buy
FE23128 0.25g $691.06 Buy
FE23128 0.5g $843.7 Buy
FE23128 1g $973.5 Buy

(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione Chemical Properties,Uses,Production

Chemical Properties

Light yellow solid.

Uses

(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.

Preparation

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

Application

(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione is the key intermediate for the synthesis of a series of (20S)-camptothecin analogues. Since its isolation from the Chinese plant Camptothecaacuminata by Wall et al. In 1966, (20S)-camptothecin, a pent acyclic natural alkaloid, has re-emerged as one of the most important lead compounds for the discovery of new and selective anticancer drugs because of the disclosure of its unique mechanism of action as a selective inhibitor DNA topoisomerase Ⅰ, a process causing irreversible DNA damage and subsequent cell death. Three camptothecin derivatives with high antitumor activity, topotecan, belotecan, and irinotecan, have been launched as anticancer drugs in clinical practice, and many other analogues are at various stages of clinical development.

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.

110351-93-4
110351-94-5
Synthesis of (S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione from 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
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View Lastest Price from (S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(S)-4-ETHYL-4-HYDROXY-7,8-DIHYDRO-1H-PYRANO[3,4-F]INDOLIZINE-3,6,10(4H)-TRIONE pictures 2025-12-24 (S)-4-ETHYL-4-HYDROXY-7,8-DIHYDRO-1H-PYRANO[3,4-F]INDOLIZINE-3,6,10(4H)-TRIONE
110351-94-5
1KG 99.0% 1000 tons Shaanxi Dideu Medichem Co. Ltd
(4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione pictures 2025-11-19 (4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5
1kg 98% 25kg Shanghai Joiny Pharmaceutical Co.,LTD
Exatecan intermediates pictures 2022-03-02 Exatecan intermediates
110351-94-5
$128790.00 1kg 98% 100kg Shenzhen Shengda Pharma Limited
1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione, 4-ethyl-7,8-dihydro-4-hydroxy-, (S)- RUBI-006 (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-3,6,10(4H)-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)- (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 Trihydroxy lactone Exatecan Intermediate 1 Exatecan Impurity 3 (S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolidin-3,6,10(4H)-trione (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