As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch
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inquiryWelcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our
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inquiryCangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new ap
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inquiryShanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu
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inquiryOur Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con
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inquiryOur company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O
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inquiryAppearance Light yellow crystal powder Solubility Clear yellow solution at 1mg plus 1ml of dimethyl sulfoxide Proton NMR Spectrum Consistent with structure Assay(HPLC-259nm) 99%min Suphated ash 0.3%max Loss on drying 2.0%max Melting Poi
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inquiryName: Hydroxycamptothecin Synonyms: (s)-10-hydroxycamptothecin CAS: 19685-09-7 MF: C20H16N2O5 Appearance: white powder Storage:Store in cool and dry place, away from sun light. Package: 25kgs/drum Application:APIs Transportation:By sea or by ai
1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White Crystalline Solid Storage:Store in sealed contai
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inquiryWe are concentrating on APIs and pharmaceutical intermediates. With in depth knowledge and understanding in this industry, we are indulged in supplying a wide assortments of (S)-10-Hydroxycamptothecin from Wuhan, Hubei, Chin
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inquiry1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized
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inquiryOur company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese
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inquiryBeluga chemical professional supply High quality 10-Hydroxy Camptothecin CAS 19685-09-7 1. Beluga Chemical has a professional RESEARCH and development team and strong technical force to ensure technical support and research capabilities. 2. Made
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inquiryHello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai
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inquiryPRODUCT DETAILS
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inquiry1.strict raw material selection 2.mature production process 3.perfect quality control system 4.intimate servcie 5.competitive price 6.downstream customization 7.has a number of highly qualified engineers and experts to provide guida
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inquirySpecification:USP/EP Month production ablity:50kg/Month Low price& High quality Manufacturer Name (S)-10-Hydroxycamptothecin Synonyms (4S)-4-Ethyl-4,9-dihyd
Lorcaserin(856681-05-5)is an orally administered agent and a selective 5-HT2C receptor agonist for the treatment of obesity. It had been approved for marketing in US by FDA on 27 June in 2012. In clinical studies, lorcaserin h
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inquiryOur Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We
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inquiryOur company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-
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inquiryJ&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia
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inquiryZibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi
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inquiryWe are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov
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inquiryProduct Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,
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inquiry1. Product advantages ♦ High purity, all above 98.5%, no impurities after dissolution ♦ We will test each batch to ensure quality ♦ OEM and private brand services designed for free ♦ Various cap colors available ♦ W
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inquiryWe are leading fine chemicals supplier in China with ISO certificate, Our main business covers the fields below: 1.Noble Metal Catalysts (Pt.Pd...) 2.Organic Phosphine Ligands (Tert-butyl-phosphine.Cyclohexyl-phosphine...) 3.OLED
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inquiryfactory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B
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inquiryHangzhou Huarong Pharm Co., Ltd.established since 2006 , has been actively developing specialty products for Finished Dosages, APIs, Intermediates, and Fine chemicals markets in North America, Europe, Korea, Japan, Mid-East and all over the World. Hu
camptothecin
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Stage #1: camptothecin With hydrogen; acetic acid; platinum(IV) oxide Stage #2: With lead(IV) acetate; acetic acid | 51% |
Yield given. Multistep reaction; | |
With sulfuric acid; dihydrogen peroxide; acetic acid 2) irradiation; Yield given. Multistep reaction; |
10-methoxycamptothecin
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
With hydrogen bromide at 110℃; for 72h; | 82% |
With hydrogen bromide In water at 110℃; for 7h; Inert atmosphere; optical yield given as %ee; | 80% |
With hydrogen bromide In water at 100℃; Sealed tube; | 80% |
With hydrogen bromide | 72% |
With hydrogen bromide In water for 2h; Reflux; |
camptothecin
A
(S)-10-hydroxycamptothecin
B
(S)-9-acetoxy-4-ethyl-4-hydroxy-1,12-dihydro-4H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-dione
Conditions | Yield |
---|---|
Stage #1: camptothecin With hydrogen; acetic acid; platinum under 760.051 Torr; for 8.5h; Stage #2: With lead(IV) acetate In acetic acid Heating / reflux; |
1,2,6,7-tetrahydro-(20S)-camphthotecine
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; water In acetic acid Yield given; | |
With [bis(acetoxy)iodo]benzene; acetic acid | |
In acetic acid at 20℃; | |
With [bis(acetoxy)iodo]benzene; acetic acid In water at 20℃; for 18h; Large scale reaction; | 1.36 kg |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Stage #1: tetrahydrocamptothecin acetate With [bis(acetoxy)iodo]benzene In water; acetic acid at 27.5℃; for 18h; Stage #2: With methanol In N,N-dimethyl-formamide at 27.5 - 76.5℃; for 6h; |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
In 1,4-dioxane; acetonitrile for 0.75h; UV-irradiation; | 98.5% |
9-<(dimethylamino)methyl>-10-hydroxy-(20S)-camptothecin acetate salt
A
(S)-10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-12-methylene-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione
B
(S)-10-hydroxycamptothecin
C
Topotecan hydrochloride
D
camptothecin
Conditions | Yield |
---|---|
With hydrogenchloride In water for 0.25h; | A < 0.04 %Chromat. B < 0.001 %Chromat. C 99.65 %Chromat. D < 0.009 %Chromat. |
1,2,6,7-tetrahydrocamptothecin
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 98 percent / pyridine / 1 h / 70 °C 2: 96.3 percent / H2SO4, conc. aq. HNO3 / 1 h 3: 82.3 percent / 20percent aq. H2SO4 / 2 h / Heating 4: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / dioxane / 2 h / Heating 5: 96.2 percent / H2 / PtO2 / ethanol; dioxane / 2 h / 760 Torr 6: 1.) 20percent aq. H2SO4, aq. NaNO2, 2.) H2O / 1.) 0-5 deg C, 15 min, 2.) reflux, 1 h View Scheme | |
Multi-step reaction with 3 steps 1: 12 percent / Pb(OAc)4, trifluoroacetic acid / 0.25 h / Ambient temperature 2: 90.6 percent / 30percent aq. H2O2, acetic acid / 3.5 h / 70 - 80 °C 3: 22.5 percent / 1 N H2SO4 / dioxane / 0.5 h / Irradiation View Scheme | |
Multi-step reaction with 3 steps 1: 12 percent / Pb(OAc)4, trifluoroacetic acid / 0.25 h / Ambient temperature 2: 90.6 percent / 30percent aq. H2O2, acetic acid / 3.5 h / 70 - 80 °C 3: 25 percent / 1 N aq. H2SO4 / dioxane / 0.5 h / Irradiation View Scheme | |
Multi-step reaction with 3 steps 1: 12 percent / Pb(OAc)4, trifluoroacetic acid / 0.25 h / Ambient temperature 2: 90.6 percent / 30percent aq. H2O2, acetic acid / 3.5 h / 70 - 80 °C 3: 58 percent / 1 N aq. H2SO4 / dioxane / 0.5 h / Irradiation View Scheme |
2-[2,2-Dimethoxy-eth-(Z)-ylidene]-malonic acid benzyl ester methyl ester
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: LDA / tetrahydrofuran / -78 up to -20 deg C 2: H2 / 5percent Pd/C / methanol 3: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenzotriazole (HOBT), Et3N / tetrahydrofuran 4: TFA / H2O; toluene 5: DDQ 6: diisobutylaluminum hydride (DIBAH) / CH2Cl2 7: 1.) NaBH4; 2.) aq. NaOH / 1.) MeOH 8: 72 percent / 48percent HBr View Scheme | |
Multi-step reaction with 8 steps 1: LDA / tetrahydrofuran / -78 up to -20 deg C 2: H2 / 5percent Pd/C / methanol 3: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenzotriazole (HOBT), Et3N / tetrahydrofuran 4: TFA / H2O; toluene 5: DDQ 6: diisobutylaluminum hydride (DIBAH) / CH2Cl2 7: NaBH4 / methanol 8: 72 percent / 48percent HBr View Scheme |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: H2 / 5percent Pd/C / methanol 2: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenzotriazole (HOBT), Et3N / tetrahydrofuran 3: TFA / H2O; toluene 4: DDQ 5: diisobutylaluminum hydride (DIBAH) / CH2Cl2 6: 1.) NaBH4; 2.) aq. NaOH / 1.) MeOH 7: 72 percent / 48percent HBr View Scheme | |
Multi-step reaction with 7 steps 1: H2 / 5percent Pd/C / methanol 2: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenzotriazole (HOBT), Et3N / tetrahydrofuran 3: TFA / H2O; toluene 4: DDQ 5: diisobutylaluminum hydride (DIBAH) / CH2Cl2 6: NaBH4 / methanol 7: 72 percent / 48percent HBr View Scheme |
(S)-4-ethyl-4-hydroxy-6-iodo-3-oxo-1H-pyrano[3,4-c]-8-pyridone
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 78 percent / NaH, LiBr / 1,2-dimethoxy-ethane; dimethylformamide / 1.) 0 deg C, 10 min; r.t., 15 min, 2.) toluene, 70 deg C, 20 h 2: 51 percent / Me6Sn2 / benzene / 5 h / 70 °C / Irradiation 3: 82 percent / aq. HBr / 72 h / 110 °C View Scheme | |
Multi-step reaction with 2 steps 1: 88 percent / NaH, LiBr / 1,2-dimethoxy-ethane; dimethylformamide 2: Me3SnSnMe3 / benzene / 70 °C / Irradiation View Scheme |
(S)-4-ethyl-4-hydroxy-6-iodo-8-methoxy-1,4-dihydro-pyrano[3,4-c]pyridin-3-one
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 73 percent / Me3SiCl, NaI / acetonitrile; H2O / 5 h / 65 °C 2: 78 percent / NaH, LiBr / 1,2-dimethoxy-ethane; dimethylformamide / 1.) 0 deg C, 10 min; r.t., 15 min, 2.) toluene, 70 deg C, 20 h 3: 51 percent / Me6Sn2 / benzene / 5 h / 70 °C / Irradiation 4: 82 percent / aq. HBr / 72 h / 110 °C View Scheme | |
Multi-step reaction with 3 steps 1: 72 percent / aq. HI 2: 88 percent / NaH, LiBr / 1,2-dimethoxy-ethane; dimethylformamide 3: Me3SnSnMe3 / benzene / 70 °C / Irradiation View Scheme |
Camptothecin 1-oxide
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 11.5 percent / 1 N aq. H2SO4 / dioxane / 0.5 h / Irradiation 2: H2, acetic acid / PtO2 / dioxane / 760 Torr 3: 98 percent / pyridine / 1 h / 70 °C 4: 96.3 percent / H2SO4, conc. aq. HNO3 / 1 h 5: 82.3 percent / 20percent aq. H2SO4 / 2 h / Heating 6: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / dioxane / 2 h / Heating 7: 96.2 percent / H2 / PtO2 / ethanol; dioxane / 2 h / 760 Torr 8: 1.) 20percent aq. H2SO4, aq. NaNO2, 2.) H2O / 1.) 0-5 deg C, 15 min, 2.) reflux, 1 h View Scheme | |
Multi-step reaction with 3 steps 1: 11.5 percent / 1 N aq. H2SO4 / dioxane / 0.5 h / Irradiation 2: H2, acetic acid / PtO2 / dioxane / 760 Torr 3: 73.5 percent / Pb(OAc)4, trifluoroacetic acid / 0.25 h / Ambient temperature View Scheme |
Camptothecin 1-oxide
A
(S)-10-hydroxycamptothecin
B
((S)-4-Ethyl-4-hydroxy-3,13-dioxo-3,4,12,13-tetrahydro-1H-2-oxa-6,12a-diaza-dibenzo[b,h]fluoren-9-ylsulfanyl)-acetic acid ethyl ester
Conditions | Yield |
---|---|
With sulfuric acid In 1,4-dioxane for 0.5h; Irradiation; | A 58% B 11.9% |
10-nitro-(20S)-camptothecin
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 96.2 percent / H2 / PtO2 / ethanol; dioxane / 2 h / 760 Torr 2: 1.) 20percent aq. H2SO4, aq. NaNO2, 2.) H2O / 1.) 0-5 deg C, 15 min, 2.) reflux, 1 h View Scheme |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 96.3 percent / H2SO4, conc. aq. HNO3 / 1 h 2: 82.3 percent / 20percent aq. H2SO4 / 2 h / Heating 3: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / dioxane / 2 h / Heating 4: 96.2 percent / H2 / PtO2 / ethanol; dioxane / 2 h / 760 Torr 5: 1.) 20percent aq. H2SO4, aq. NaNO2, 2.) H2O / 1.) 0-5 deg C, 15 min, 2.) reflux, 1 h View Scheme |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 82.3 percent / 20percent aq. H2SO4 / 2 h / Heating 2: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / dioxane / 2 h / Heating 3: 96.2 percent / H2 / PtO2 / ethanol; dioxane / 2 h / 760 Torr 4: 1.) 20percent aq. H2SO4, aq. NaNO2, 2.) H2O / 1.) 0-5 deg C, 15 min, 2.) reflux, 1 h View Scheme |
(S)-4-ethyl-4-hydroxy-6-iodo-7-(prop-2-yn-1-yl)-1,7-dihydro-3H-pyrano[3,4-c]pyridino-3,8(4H)-dione
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 51 percent / Me6Sn2 / benzene / 5 h / 70 °C / Irradiation 2: 82 percent / aq. HBr / 72 h / 110 °C View Scheme |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 45 percent / ICl / CCl4; CH2Cl2 / 48 h / Ambient temperature 2: 73 percent / Me3SiCl, NaI / acetonitrile; H2O / 5 h / 65 °C 3: 78 percent / NaH, LiBr / 1,2-dimethoxy-ethane; dimethylformamide / 1.) 0 deg C, 10 min; r.t., 15 min, 2.) toluene, 70 deg C, 20 h 4: 51 percent / Me6Sn2 / benzene / 5 h / 70 °C / Irradiation 5: 82 percent / aq. HBr / 72 h / 110 °C View Scheme |
2-methoxy-6-(trimethylsilyl)pyridine
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: tBuLi 2: nBuLi, I2 3: 63 percent / Et3SiH / trifluoroacetic acid 4: 69 percent / K2CO3, Bu4NBr / Pd(OAc)2 5: 1.) OsO4, (DHQD)2-Pyr, 2.) I2, CaCO3 6: 47 percent / ICl 7: 72 percent / aq. HI 8: 88 percent / NaH, LiBr / 1,2-dimethoxy-ethane; dimethylformamide 9: Me3SnSnMe3 / benzene / 70 °C / Irradiation View Scheme |
2-Methoxy-6-trimethylsilanyl-pyridine-3-carbaldehyde
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: nBuLi, I2 2: 63 percent / Et3SiH / trifluoroacetic acid 3: 69 percent / K2CO3, Bu4NBr / Pd(OAc)2 4: 1.) OsO4, (DHQD)2-Pyr, 2.) I2, CaCO3 5: 47 percent / ICl 6: 72 percent / aq. HI 7: 88 percent / NaH, LiBr / 1,2-dimethoxy-ethane; dimethylformamide 8: Me3SnSnMe3 / benzene / 70 °C / Irradiation View Scheme |
4-iodo-2-methoxy-6-trimethylsilanyl-3-pyridinecarboxaldehyde
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 63 percent / Et3SiH / trifluoroacetic acid 2: 69 percent / K2CO3, Bu4NBr / Pd(OAc)2 3: 1.) OsO4, (DHQD)2-Pyr, 2.) I2, CaCO3 4: 47 percent / ICl 5: 72 percent / aq. HI 6: 88 percent / NaH, LiBr / 1,2-dimethoxy-ethane; dimethylformamide 7: Me3SnSnMe3 / benzene / 70 °C / Irradiation View Scheme |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 69 percent / K2CO3, Bu4NBr / Pd(OAc)2 2: 1.) OsO4, (DHQD)2-Pyr, 2.) I2, CaCO3 3: 47 percent / ICl 4: 72 percent / aq. HI 5: 88 percent / NaH, LiBr / 1,2-dimethoxy-ethane; dimethylformamide 6: Me3SnSnMe3 / benzene / 70 °C / Irradiation View Scheme |
(S)-4-ethyl-4-hydroxy-6-iodo-7-(prop-2-yn-1-yl)-1,7-dihydro-3H-pyrano[3,4-c]pyridino-3,8(4H)-dione
4-isocyanophenol
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
With hexamethyldistannane In benzene at 70℃; Irradiation; |
Camptothecin 1-oxide
acetic acid
A
(S)-10-hydroxycamptothecin
B
(S)-9-acetoxy-4-ethyl-4-hydroxy-1,12-dihydro-4H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-dione
Conditions | Yield |
---|---|
With sulfuric acid In 1,4-dioxane for 0.5h; Irradiation; | A 25% B 30.5% |
7-Methoxy-1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid methyl ester
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 30percent HBr/HOAc / 12 h / 20 °C 2: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenzotriazole (HOBT), Et3N / tetrahydrofuran 3: TFA / H2O; toluene 4: DDQ 5: diisobutylaluminum hydride (DIBAH) / CH2Cl2 6: 1.) NaBH4; 2.) aq. NaOH / 1.) MeOH 7: 72 percent / 48percent HBr View Scheme | |
Multi-step reaction with 7 steps 1: 30percent HBr/HOAc / 12 h / 20 °C 2: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenzotriazole (HOBT), Et3N / tetrahydrofuran 3: TFA / H2O; toluene 4: DDQ 5: diisobutylaluminum hydride (DIBAH) / CH2Cl2 6: NaBH4 / methanol 7: 72 percent / 48percent HBr View Scheme |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: acetonitrile / 50 °C 2: 30percent HBr/HOAc / 12 h / 20 °C 3: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenzotriazole (HOBT), Et3N / tetrahydrofuran 4: TFA / H2O; toluene 5: DDQ 6: diisobutylaluminum hydride (DIBAH) / CH2Cl2 7: 1.) NaBH4; 2.) aq. NaOH / 1.) MeOH 8: 72 percent / 48percent HBr View Scheme | |
Multi-step reaction with 8 steps 1: acetonitrile / 50 °C 2: 30percent HBr/HOAc / 12 h / 20 °C 3: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenzotriazole (HOBT), Et3N / tetrahydrofuran 4: TFA / H2O; toluene 5: DDQ 6: diisobutylaluminum hydride (DIBAH) / CH2Cl2 7: NaBH4 / methanol 8: 72 percent / 48percent HBr View Scheme |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenzotriazole (HOBT), Et3N / tetrahydrofuran 2: TFA / H2O; toluene 3: DDQ 4: diisobutylaluminum hydride (DIBAH) / CH2Cl2 5: 1.) NaBH4; 2.) aq. NaOH / 1.) MeOH 6: 72 percent / 48percent HBr View Scheme | |
Multi-step reaction with 6 steps 1: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenzotriazole (HOBT), Et3N / tetrahydrofuran 2: TFA / H2O; toluene 3: DDQ 4: diisobutylaluminum hydride (DIBAH) / CH2Cl2 5: NaBH4 / methanol 6: 72 percent / 48percent HBr View Scheme |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenzotriazole (HOBT), Et3N / tetrahydrofuran 2: TFA / H2O; toluene 3: DDQ 4: diisobutylaluminum hydride (DIBAH) / CH2Cl2 5: 1.) NaBH4; 2.) aq. NaOH / 1.) MeOH 6: 72 percent / 48percent HBr View Scheme | |
Multi-step reaction with 6 steps 1: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenzotriazole (HOBT), Et3N / tetrahydrofuran 2: TFA / H2O; toluene 3: DDQ 4: diisobutylaluminum hydride (DIBAH) / CH2Cl2 5: NaBH4 / methanol 6: 72 percent / 48percent HBr View Scheme |
diazomethane
(S)-10-hydroxycamptothecin
10-methoxycamptothecin
Conditions | Yield |
---|---|
In 1,4-dioxane; methanol at 20℃; for 2h; | 100% |
88% | |
In 1,4-dioxane; methanol; diethyl ether for 1h; Ambient temperature; | 87.5% |
(S)-10-hydroxycamptothecin
4-piperidinopiperidine-1-carbonyl chloride
10-[4-(1-piperidino)-1-piperidino]carbonyloxycamptothecin
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 4h; | 100% |
(S)-10-hydroxycamptothecin
9-bromo-10-hydroxycamptothecin
Conditions | Yield |
---|---|
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0 - 20℃; for 2h; | 98% |
With N-Bromosuccinimide In N,N-dimethyl-formamide | 95% |
N,N-phenylbistrifluoromethane-sulfonimide
(S)-10-hydroxycamptothecin
10-hydroxy-(20S)-camptothecin trifluoromethanesulfonate
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 23 - 50℃; Inert atmosphere; | 97% |
With triethylamine In N,N-dimethyl-formamide at 23 - 50℃; | 97% |
With triethylamine In N,N-dimethyl-formamide at 20℃; | 96.7% |
With triethylamine In N,N-dimethyl-formamide at 50℃; for 3h; | |
With triethylamine In N,N-dimethyl-formamide at 50℃; |
(S)-10-hydroxycamptothecin
9-iodine-10-hydroxycamptothecin
Conditions | Yield |
---|---|
With N-iodo-succinimide In N,N-dimethyl-formamide at 0 - 20℃; for 2h; | 97% |
With N-iodo-succinimide In N,N-dimethyl-formamide at 0 - 20℃; for 2h; | 95% |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
With potassium carbonate; triethylamine In acetonitrile at 60℃; for 6h; | 97% |
Conditions | Yield |
---|---|
With pyridine at 25℃; for 72h; | 97% |
(S)-10-hydroxycamptothecin
2-Methylpropionic anhydride
Conditions | Yield |
---|---|
sulfuric acid at 20 - 100℃; for 16h; | 96% |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
In various solvent(s) at 200℃; for 9h; | 95% |
triethylsilyl chloride
(S)-10-hydroxycamptothecin
20(S)-O-triethylsilylcampothecin
Conditions | Yield |
---|---|
Stage #1: (S)-10-hydroxycamptothecin With 1H-imidazole In N,N-dimethyl-formamide for 0.166667h; Inert atmosphere; Stage #2: triethylsilyl chloride With dmap In N,N-dimethyl-formamide | 94% |
Stage #1: (S)-10-hydroxycamptothecin With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: triethylsilyl chloride With dmap In N,N-dimethyl-formamide at 20℃; for 60h; Inert atmosphere; | 94% |
With 1H-imidazole; dmap In N,N-dimethyl-formamide for 24.1667h; | 94% |
di-tert-butyl dicarbonate
(S)-10-hydroxycamptothecin
10-tert-butoxycarbonyloxycamptothecin
Conditions | Yield |
---|---|
With pyridine In N,N-dimethyl-formamide at 20℃; | 94% |
With pyridine In N,N-dimethyl-formamide at 20℃; | |
With pyridine In N,N-dimethyl-formamide at 20℃; | 2.1 g |
With pyridine In dichloromethane | |
In pyridine; N,N-dimethyl-formamide at 20℃; Inert atmosphere; |
Conditions | Yield |
---|---|
With pyridine at 20℃; for 48h; | 94% |
With pyridine at 20℃; | 59.22% |
(S)-10-hydroxycamptothecin
4-Nitrophenyl chloroformate
4-nitrophenyl camptothecin-10-yl carbonate
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 1h; Schlenk technique; | 93% |
With triethylamine In tetrahydrofuran at 0 - 20℃; for 1h; | 93% |
With triethylamine at 20℃; for 1h; | 91% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h; | 92% |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; | 92% |
Conditions | Yield |
---|---|
In propan-1-ol; dichloromethane | 91% |
formaldehyd
(S)-10-hydroxycamptothecin
10-hydroxyl-9-L-prolinol (+)methylcamptothecin
Conditions | Yield |
---|---|
In acetic acid at 40 - 90℃; Mannich Aminomethylation; | 90.2% |
methanol
(S)-10-hydroxycamptothecin
7-hydroxymethyl-10-hydroxycamptothecin
Conditions | Yield |
---|---|
With sulfuric acid; dihydrogen peroxide; iron(II) sulfate at 20℃; for 96h; hydroxymethylation; | 90% |
2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione
(S)-10-hydroxycamptothecin
C29H21N3O7
Conditions | Yield |
---|---|
With sulfuric acid at 0 - 20℃; for 12h; | 90% |
N-hydroxymethyl-3,4,5,6-tetrahydrophthalimide
(S)-10-hydroxycamptothecin
C29H25N3O7
Conditions | Yield |
---|---|
With sulfuric acid at 0 - 20℃; for 12h; | 90% |
(S)-10-hydroxycamptothecin
prenyl bromide
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 3h; Reflux; | 90% |
(S)-10-hydroxycamptothecin
chloroformic acid ethyl ester
Conditions | Yield |
---|---|
With pyridine In 1,2-dichloro-ethane | 89.2% |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
With pyridine; O-phenyl phosphorodichloridate In chloroform at 20℃; for 18h; | 89% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h; | 89% |
butanoic acid anhydride
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
sulfuric acid at 20 - 100℃; | 89% |
(S)-10-hydroxycamptothecin
Conditions | Yield |
---|---|
Stage #1: 1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide; (S)-10-hydroxycamptothecin With potassium carbonate In N,N-dimethyl-formamide at 40℃; Stage #2: With sulfuric acid In tetrahydrofuran; water for 3h; Reflux; | 89% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 88.2% |
With potassium carbonate In N,N-dimethyl-formamide |
Conditions | Yield |
---|---|
Stage #1: C10H20O8S; (S)-10-hydroxycamptothecin With potassium carbonate In N,N-dimethyl-formamide at 40℃; Stage #2: With sulfuric acid In tetrahydrofuran; water for 3h; Reflux; | 88% |
Conditions | Yield |
---|---|
Stage #1: C18H36O12S; (S)-10-hydroxycamptothecin With potassium carbonate In N,N-dimethyl-formamide at 40℃; Stage #2: With sulfuric acid In tetrahydrofuran; water for 3h; Reflux; | 88% |
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