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

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

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: (4S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10-trione;(S)-4-hydroxy-4-propyl-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione;RUBI-006;(S)-trione;10(4H)-TRIONE;4-F]INDOLIZINE-3;Trihydroxy lactone;Exatecan Impurity 3;8-DIHYDRO-1H-PYRANO[3;Exatecan intermediates

CBNumber:: CB41009288

Molecular Formula:: C13H13NO5

Molecular Weight:: 263.25

MDL Number:: MFCD09833229

MOL File:: 110351-94-5.mol

Last updated:2023-08-30 16:29:03

Request For Quotation

(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)
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)	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(13)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
TRC	E917350	(4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione	110351-94-5	25mg	$10240	2021-12-16	Buy
American Custom Chemicals Corporation	APN0001932	(4S)-4-ETHYL-7,8-DIHYDRO-4-HYDROXY-1H-PYRANO[3,4-F]INDOLIZINE-3,6,10(4H)-TRIONE 95.00%	110351-94-5	5MG	$500.51	2021-12-16	Buy
AK Scientific	1946AA	(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione	110351-94-5	25mg	$549	2021-12-16	Buy
American Custom Chemicals Corporation	CCH0004695	(S)-4-HYDROXY-4-PROPYL-7,8-DIHYDRO-1H-PYRANO-[3,4-F]INDOLIZINE-3,6,10(4H)-TRIONE 95.00%	110351-94-5	1G	$4480.35	2021-12-16	Buy
Abosyn	61-5678	(S)-4-ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione 95+%	110351-94-5	0.1g	$4750	2021-12-16	Buy

Product number	Packaging	Price	Buy
E917350	25mg	$10240	Buy
APN0001932	5MG	$500.51	Buy
1946AA	25mg	$549	Buy
CCH0004695	1G	$4480.35	Buy
61-5678	0.1g	$4750	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.

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 synthesis

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

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

Raw materials

(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

Preparation Products

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

Global( 207)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Amadis Chemical Company Limited	571-89925085	sales@amadischem.com	China	131981	58
ChemExpress	+86-021-58950125	info@chemexpress.com	China	557	58
Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	sales@capotchem.com	China	29797	60
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21691	55
Biochempartner	0086-13720134139	candy@biochempartner.com	CHINA	967	58
Shenzhen Nexconn Pharmatechs Ltd	+86-755-89396905 +86-15013857715	admin@nexconn.com	China	10248	58
Jinan Carbotang Biotech Co.,Ltd.	+8615866703830	figo.gao@foxmail.com	China	6992	58
Accela ChemBio Inc.	(+1)-858-699-3322	info@accelachem.com	United States	19965	58
Shochem(Shanghai) Co.,Ltd	86-21-50800795	info@shochem.com	CHINA	288	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58

Supplier	Advantage
Amadis Chemical Company Limited	58
ChemExpress	58
Capot Chemical Co.,Ltd.	60
Henan Tianfu Chemical Co.,Ltd.	55
Biochempartner	58
Shenzhen Nexconn Pharmatechs Ltd	58
Jinan Carbotang Biotech Co.,Ltd.	58
Accela ChemBio Inc.	58
Shochem(Shanghai) Co.,Ltd	58
Chongqing Chemdad Co., Ltd	58

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

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-10	(4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione 110351-94-5	US $0.00 / kg	1kg	98%	25kg	Shanghai Joiny Pharmaceutical Co.,LTD
2022-10-01	(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione 110351-94-5	US $0.00-0.00 / kg	1kg	98%	1Ton	Henan Aochuang Chemical Co.,Ltd.
2022-03-02	Exatecan intermediates 110351-94-5	US $128790.00 / kg	1kg	98%	100kg	Shenzhen Shengda Pharma Limited

(4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5
US $0.00 / kg
98%
Shanghai Joiny Pharmaceutical Co.,LTD

(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione
110351-94-5
US $0.00-0.00 / kg
98%
Henan Aochuang Chemical Co.,Ltd.

Exatecan intermediates
110351-94-5
US $128790.00 / kg
98%
Shenzhen Shengda Pharma Limited

110351-94-5( (S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione)Related Search:

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(S)-4-ETHYL-4-HYDROXY-7,8-DIHYDRO-1H-PYRANO[3,4-F]INDOLIZINE-3,6,10(4H)-TRIONE (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)-trione (S)-4-ETHYL-4-HYDROXY-7 10(4H)-TRIONE 4-F]INDOLIZINE-3 8-DIHYDRO-1H-PYRANO[3 Exatecan intermediates (4S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10-trione (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 Irinotecan Impurity 64 110351-94-5 Anti-cancer ADCs Linkers 1