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Cas:71-63-6
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inquiryDayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe
WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et
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inquiry1.In No Less 10 years exporting experience. you 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 Specializ
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inquiryDigitoxin CAS:71-63-6 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediates, ste
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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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inquiryOur Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter
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Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det
J&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
Superior quality, moderate price & quick delivery. Appearance:odorless white or pale buff microcrystalline powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:1kg/bag, 1kg/drum or 25kg/drum or as per your r
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inquiryEstablished in May 2015, TaiChem Ltd. is initially invested by a British research and development company and started by PhDs back from aboard. The company is registered in China Medical City (CMC), Taizhou, Jiangsu Province, and the production site
Our Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an
GOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation
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Acmec is a leading manufacturer and supplier of biochemical reagents and life science products. We have over 40,000 items in stock (real-time inventory) and offer discounted prices to registered members of the online store ( www.acmec.com.cn ) Appea
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inquiryhigh quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea
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1,we produce and sell good chemicals around the world.2,our success rate is about 95%. this means, if customer order is accepted, the probability that the customer will obtain the ordered substances, is 95%.3,our staff consists of highly qualified in
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Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali
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inquirybest seller Application:API
Digitoxin cas 71-63-6Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express
factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin
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BOC Sciences provides a wide range of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecule and chiral compounds.Appearanc
Changzhou Helios Biochemical Co., Ltd is a leading manufacturer and supplier for medical intermediates and pesticide intermediates . We specialize in custom synthesis of benzene ring, pyridine and pyrimidine derivatives to help customers to accelerat
digitoxigen O-[2'',6''-dideoxy-β-D-ribo-hexopyranosyl]-(1->4)-O-[3'-O-acetyl-2',6'-dideoxy-β-D-ribo-hexopyranosyl]-(1->4)-(3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranoside
digitoxin
Conditions | Yield |
---|---|
With lithium hydroxide In methanol; water at 20℃; for 2h; | 83% |
With lithium hydroxide | 83% |
With water; lithium hydroxide In methanol at 20℃; for 3h; | 74% |
With lithium hydroxide |
digitoxin
Conditions | Yield |
---|---|
With biocellulase In water at 37℃; for 48h; | 68% |
(21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-10',22'-dien-3'β-yl) O-<2''',6'''-dideoxy-β-D-ribo-hexopyranosyl>-(1->4)-O-<2'',6''-dideoxy-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-β-D-ribo-hexopyranoside>
digitoxin
Conditions | Yield |
---|---|
With sodium tetrahydroborate; sodium acetate; 3-chloro-benzenecarboperoxoic acid 1.) CH2Cl2, RT, 2 h; 2.) THF/MeOH, 3h, RT; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With alkaline saponification |
Digitoxigenin 3-O-bisdigitoxosideacetyldigilanidobioside, or lanatoside A
A
D-Glucose
B
digitoxin
Conditions | Yield |
---|---|
With water; enzyme |
digitoxin
Conditions | Yield |
---|---|
mit Hilfe eines Enzym-Praeparats aus Blaettern von Digitalis purpurea; | |
mit Hilfe eines Enzym-Praeparats aus Blaettern von Digitalis lanata; |
3"',4"'-di-O-acetyl digitoxin
digitoxin
Conditions | Yield |
---|---|
With sodium methylate In methanol | |
With sodium methylate In methanol |
tert-butyl ((2S,6R)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 90 percent / PPh3 / Pd2(DBA)3*CHCl3 / CH2Cl2 / 8 h / 0 °C 2: CeCl3; NaBH4 / methanol / 3 h / -78 °C 3: 89 percent / N-methylmorpholine; Ph3P; diethyl azodicarboxylate / o-nitrobenzenesulfonyl hydrazide / -30 - 20 °C 4: 91 percent / N-methylmorpholine N-oxide; OsO4 / H2O / 3 h / 0 °C 5: 83 percent / LiOH / methanol; H2O / 2 h / 20 °C View Scheme |
digitoxigen 3-O-acetyl-2,6-dideoxy-4-O-((2'R,6'R)-3',6'-dihydro-6'-methyl-2H-pyran-2'-yl)-β-D-ribo-hexopyranoside
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: 91 percent / N-methylmorpholine N-oxide; OsO4 / H2O / 8 h / 0 °C 2.1: p-TsOH / benzene / 20 °C 2.2: 99 percent / p-TsOH / tetrahydrofuran; H2O 3.1: 90 percent / PPh3 / Pd2(DBA)3*CHCl3 / CH2Cl2 / 8 h / 0 °C 4.1: CeCl3; NaBH4 / methanol / 3 h / -78 °C 5.1: 89 percent / N-methylmorpholine; Ph3P; diethyl azodicarboxylate / o-nitrobenzenesulfonyl hydrazide / -30 - 20 °C 6.1: 91 percent / N-methylmorpholine N-oxide; OsO4 / H2O / 3 h / 0 °C 7.1: 83 percent / LiOH / methanol; H2O / 2 h / 20 °C View Scheme |
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: 82 percent / N-methylmorpholine; Ph3P; diethyl azodicarboxylate / o-nitrobenzenesulfonyl hydrazide / 6 h / -30 - 20 °C 2.1: 91 percent / N-methylmorpholine N-oxide; OsO4 / H2O / 8 h / 0 °C 3.1: p-TsOH / benzene / 20 °C 3.2: 99 percent / p-TsOH / tetrahydrofuran; H2O 4.1: 90 percent / PPh3 / Pd2(DBA)3*CHCl3 / CH2Cl2 / 8 h / 0 °C 5.1: CeCl3; NaBH4 / methanol / 3 h / -78 °C 6.1: 89 percent / N-methylmorpholine; Ph3P; diethyl azodicarboxylate / o-nitrobenzenesulfonyl hydrazide / -30 - 20 °C 7.1: 91 percent / N-methylmorpholine N-oxide; OsO4 / H2O / 3 h / 0 °C 8.1: 83 percent / LiOH / methanol; H2O / 2 h / 20 °C View Scheme |
digitoxigen O-[2',6'-dideoxy-β-D-ribo-hexopyranosyl]-(1->4)-(3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranoside)
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: p-TsOH / benzene / 20 °C 1.2: 99 percent / p-TsOH / tetrahydrofuran; H2O 2.1: 90 percent / PPh3 / Pd2(DBA)3*CHCl3 / CH2Cl2 / 8 h / 0 °C 3.1: CeCl3; NaBH4 / methanol / 3 h / -78 °C 4.1: 89 percent / N-methylmorpholine; Ph3P; diethyl azodicarboxylate / o-nitrobenzenesulfonyl hydrazide / -30 - 20 °C 5.1: 91 percent / N-methylmorpholine N-oxide; OsO4 / H2O / 3 h / 0 °C 6.1: 83 percent / LiOH / methanol; H2O / 2 h / 20 °C View Scheme |
digitoxigenin 3''-O-acetyl-2'',6''-dideoxy-β-D-ribo-hexopyranosyl-(1->4)-3'-O-acetyl-2',6'-dideoxy-β-D-ribo-hexopyranoside
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 90 percent / PPh3 / Pd2(DBA)3*CHCl3 / CH2Cl2 / 8 h / 0 °C 2: CeCl3; NaBH4 / methanol / 3 h / -78 °C 3: 89 percent / N-methylmorpholine; Ph3P; diethyl azodicarboxylate / o-nitrobenzenesulfonyl hydrazide / -30 - 20 °C 4: 91 percent / N-methylmorpholine N-oxide; OsO4 / H2O / 3 h / 0 °C 5: 83 percent / LiOH / methanol; H2O / 2 h / 20 °C View Scheme |
digitoxigen O-[3'-O-acetyl-2',6'-dideoxy-4'-O-((2''R,6''R)-3'',6''-dihydro-6''-methyl-2H-pyran-2''-yl)-β-D-ribo-hexopyranosyl]-(1->4)-(3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranoside)
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 91 percent / N-methylmorpholine N-oxide; OsO4 / H2O / 3 h / 0 °C 2: 83 percent / LiOH / methanol; H2O / 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 91 percent / N-methyl morpholine N-oxide; OsO4 / CH2Cl2; H2O / 4 h 2: 83 percent / LiOH / methanol; H2O / 2 h / 20 °C View Scheme |
digitoxigen O-[3'-O-acetyl-2',6'-dideoxy-4'-O-((2''R,6''R)-5'',6''-dihydro-6''-methyl-5''-hydroxyl-2H-pyran-2''-yl)-β-D-ribo-hexopyranosyl]-(1->4)-(3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranoside)
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 89 percent / N-methylmorpholine; Ph3P; diethyl azodicarboxylate / o-nitrobenzenesulfonyl hydrazide / -30 - 20 °C 2: 91 percent / N-methylmorpholine N-oxide; OsO4 / H2O / 3 h / 0 °C 3: 83 percent / LiOH / methanol; H2O / 2 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: 89 percent / N-methyl morpholine; o-nitrobenzenesulfonyl hydrazide; diethylazodicarboxylate / triphenylphosphine / 5 h / -30 - 20 °C 2: 91 percent / N-methyl morpholine N-oxide; OsO4 / CH2Cl2; H2O / 4 h 3: 83 percent / LiOH / methanol; H2O / 2 h / 20 °C View Scheme |
digitoxigen O-[3'-O-acetyl-2',6'-dideoxy-4'-O-((2''R,6''R)-5'',6''-dihydro-6''-methyl-5''-oxo-2H-pyran-2''-yl)-β-D-ribo-hexopyranosyl]-(1->4)-(3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranoside)
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: CeCl3; NaBH4 / methanol / 3 h / -78 °C 2: 89 percent / N-methylmorpholine; Ph3P; diethyl azodicarboxylate / o-nitrobenzenesulfonyl hydrazide / -30 - 20 °C 3: 91 percent / N-methylmorpholine N-oxide; OsO4 / H2O / 3 h / 0 °C 4: 83 percent / LiOH / methanol; H2O / 2 h / 20 °C View Scheme |
(5R)-1-hydroxy-5-tert-butyldimethylsilanyloxymethyl-5H-pyran-4-(1H)-one
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: sodium acetate / benzene / 2 h / 80 °C 2: 90 percent / PPh3 / Pd2(DBA)3*CHCl3 / CH2Cl2 / 8 h / 0 °C 3: CeCl3; NaBH4 / methanol / 3 h / -78 °C 4: 89 percent / N-methylmorpholine; Ph3P; diethyl azodicarboxylate / o-nitrobenzenesulfonyl hydrazide / -30 - 20 °C 5: 91 percent / N-methylmorpholine N-oxide; OsO4 / H2O / 3 h / 0 °C 6: 83 percent / LiOH / methanol; H2O / 2 h / 20 °C View Scheme |
3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-enitol
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1: PPh3; HBr / toluene / 6 h 2: 99 percent / DIBAL / CH2Cl2 / -78 °C 3: 96 percent / DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation 4: Bu4NF / tetrahydrofuran 5: Et3N; DMAP / CH2Cl2 6: 71 percent / PPh3; HBr / toluene / 6 h 7: 98 percent / DIBAL / CH2Cl2 / -78 °C 8: DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation 9: Et3N; DMAP / CH2Cl2 10: PPh3; HBr / CHCl3 11: (NH4)HF2; N-methylpyrrolidine / dimethylformamide / 70 °C 12: NaOMe / methanol View Scheme |
(2R,3R,4S)-4-(tert-butyldimethylsiloxy)-hex-5-yne-2,3-diol 2-benzoate ester
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1: PPh3; HBr / toluene / 6 h 2: 99 percent / DIBAL / CH2Cl2 / -78 °C 3: 96 percent / DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation 4: Bu4NF / tetrahydrofuran 5: Et3N; DMAP / CH2Cl2 6: 71 percent / PPh3; HBr / toluene / 6 h 7: 98 percent / DIBAL / CH2Cl2 / -78 °C 8: DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation 9: Et3N; DMAP / CH2Cl2 10: PPh3; HBr / CHCl3 11: (NH4)HF2; N-methylpyrrolidine / dimethylformamide / 70 °C 12: NaOMe / methanol View Scheme |
4-O-[3,4-bis-(tert-butyldimethylsilyl)-2,6-dideoxy-β-D-allopyranosyl]-3-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-entol
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: Bu4NF / tetrahydrofuran 2: Et3N; DMAP / CH2Cl2 3: 71 percent / PPh3; HBr / toluene / 6 h 4: 98 percent / DIBAL / CH2Cl2 / -78 °C 5: DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation 6: Et3N; DMAP / CH2Cl2 7: PPh3; HBr / CHCl3 8: (NH4)HF2; N-methylpyrrolidine / dimethylformamide / 70 °C 9: NaOMe / methanol View Scheme |
(2R,3R,4S)-3-[(2S,4S,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-4-(tert-butyl-dimethyl-silanyloxy)-hex-5-yn-2-ol
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: 96 percent / DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation 2: Bu4NF / tetrahydrofuran 3: Et3N; DMAP / CH2Cl2 4: 71 percent / PPh3; HBr / toluene / 6 h 5: 98 percent / DIBAL / CH2Cl2 / -78 °C 6: DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation 7: Et3N; DMAP / CH2Cl2 8: PPh3; HBr / CHCl3 9: (NH4)HF2; N-methylpyrrolidine / dimethylformamide / 70 °C 10: NaOMe / methanol View Scheme |
Benzoic acid (1R,2R,3S)-2-[(2S,4S,5R,6R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-1-methyl-pent-4-ynyl ester
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1: 99 percent / DIBAL / CH2Cl2 / -78 °C 2: 96 percent / DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation 3: Bu4NF / tetrahydrofuran 4: Et3N; DMAP / CH2Cl2 5: 71 percent / PPh3; HBr / toluene / 6 h 6: 98 percent / DIBAL / CH2Cl2 / -78 °C 7: DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation 8: Et3N; DMAP / CH2Cl2 9: PPh3; HBr / CHCl3 10: (NH4)HF2; N-methylpyrrolidine / dimethylformamide / 70 °C 11: NaOMe / methanol View Scheme |
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: Et3N; DMAP / CH2Cl2 2: 71 percent / PPh3; HBr / toluene / 6 h 3: 98 percent / DIBAL / CH2Cl2 / -78 °C 4: DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation 5: Et3N; DMAP / CH2Cl2 6: PPh3; HBr / CHCl3 7: (NH4)HF2; N-methylpyrrolidine / dimethylformamide / 70 °C 8: NaOMe / methanol View Scheme |
Acetic acid (2R,3R,4S,6S)-3-acetoxy-6-[(2R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-4-yl ester
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 71 percent / PPh3; HBr / toluene / 6 h 2: 98 percent / DIBAL / CH2Cl2 / -78 °C 3: DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation 4: Et3N; DMAP / CH2Cl2 5: PPh3; HBr / CHCl3 6: (NH4)HF2; N-methylpyrrolidine / dimethylformamide / 70 °C 7: NaOMe / methanol View Scheme |
(2R,3S,4S,6S)-6-{(2R,3R,4S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[(2R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yloxy}-2-methyl-tetrahydro-pyran-3,4-diol
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: Et3N; DMAP / CH2Cl2 2: PPh3; HBr / CHCl3 3: (NH4)HF2; N-methylpyrrolidine / dimethylformamide / 70 °C 4: NaOMe / methanol View Scheme |
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation 2: Et3N; DMAP / CH2Cl2 3: PPh3; HBr / CHCl3 4: (NH4)HF2; N-methylpyrrolidine / dimethylformamide / 70 °C 5: NaOMe / methanol View Scheme |
Acetic acid (2R,3R,4S,6S)-3-acetoxy-6-{(2R,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(2R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yloxy}-2-methyl-tetrahydro-pyran-4-yl ester
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: PPh3; HBr / CHCl3 2: (NH4)HF2; N-methylpyrrolidine / dimethylformamide / 70 °C 3: NaOMe / methanol View Scheme |
Benzoic acid (1R,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-[(2S,4S,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-((2S,4S,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyl ester
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 98 percent / DIBAL / CH2Cl2 / -78 °C 2: DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation 3: Et3N; DMAP / CH2Cl2 4: PPh3; HBr / CHCl3 5: (NH4)HF2; N-methylpyrrolidine / dimethylformamide / 70 °C 6: NaOMe / methanol View Scheme |
C57H96O15Si2
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: (NH4)HF2; N-methylpyrrolidine / dimethylformamide / 70 °C 2: NaOMe / methanol View Scheme |
phenyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-2,6-dideoxy-β-D-ribohexapyranosyl-(1→4)-3-O-benzyl-2,6-dideoxy-β-D-ribo-hexapyranosyl-(1→4)-3-O-benzyl-6-deoxy-2-O-methyl-1-thio-α-D-ribohexopyranoside
A
C1′-epi-digitoxin
B
digitoxin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: lithium 4,4′-di(tert-butyl)biphenyl / tetrahydrofuran / 0.25 h / -20 °C 2: 1H-imidazole / N,N-dimethyl-formamide / 40 h / 20 - 50 °C 3: triphenylphosphine hydrobromide / chloroform / 24 h / 20 °C / Molecular sieve 4: ammonium fluoride-hydrogen fluoride / N,N-dimethyl-formamide; 1-methyl-pyrrolidin-2-one / 144 h / 80 °C View Scheme | |
Multi-step reaction with 5 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 40 °C 2: lithium 4,4′-di(tert-butyl)biphenyl / tetrahydrofuran / 0.25 h / -20 °C 3: 1H-imidazole / N,N-dimethyl-formamide / 0.75 h / 20 °C 4: triphenylphosphine hydrobromide / chloroform / 3.17 h / 20 °C / Molecular sieve 5: ammonium fluoride-hydrogen fluoride / N,N-dimethyl-formamide; 1-methyl-pyrrolidin-2-one / 4 h / 70 °C View Scheme |
Conditions | Yield |
---|---|
Stage #1: digitoxin With 2,4,6-trimethyl-pyridine; (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine In chloroform at 20℃; for 0.166667h; Stage #2: acetic anhydride In chloroform at 20℃; for 24h; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
Stage #1: digitoxin With 2,4,6-trimethyl-pyridine; (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine In chloroform at 20℃; for 0.166667h; Stage #2: 2-Methylpropionic anhydride In chloroform at 20℃; for 24h; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
Stage #1: digitoxin With 2,4,6-trimethyl-pyridine; (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine In chloroform at 20℃; for 0.166667h; Stage #2: docosanoic acid anhydride In chloroform at 20℃; for 24h; regioselective reaction; | 96% |
Conditions | Yield |
---|---|
With sulfuric acid In methanol at 0℃; for 5h; | 95% |
With toluene-4-sulfonic acid In methanol at 20℃; | 79% |
With hydrogenchloride; ethanol; water |
thiophen-2-carboxylic anhydride
digitoxin
digitoxin 4"'-(thiophene-2-carboxylate)
Conditions | Yield |
---|---|
Stage #1: digitoxin With 2,4,6-trimethyl-pyridine; (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine In chloroform at 20℃; for 0.166667h; Stage #2: thiophen-2-carboxylic anhydride In chloroform at 20℃; for 24h; regioselective reaction; | 94% |
Conditions | Yield |
---|---|
Stage #1: digitoxin With 2,4,6-trimethyl-pyridine; (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine In chloroform at 20℃; for 0.166667h; Stage #2: β-furan carboxylic anhydride In chloroform at 20℃; for 24h; regioselective reaction; | 93% |
Conditions | Yield |
---|---|
Stage #1: digitoxin With 2,4,6-trimethyl-pyridine; (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine In chloroform at 20℃; for 0.166667h; Stage #2: lauric anhydride In chloroform at 20℃; for 24h; regioselective reaction; | 92% |
digitoxin
digitoxigen O-[2',6'-dideoxy-β-D-ribo-hexopyranosyl]-(1->4)-(2,6-dideoxy-β-D-ribo-hexopyranoside)
Conditions | Yield |
---|---|
Stage #1: digitoxin With sodium periodate In ethanol; water Stage #2: With sodium tetrahydroborate; ethanol for 4h; Stage #3: With hydrogenchloride In methanol; water | 90% |
With hydrogenchloride |
Conditions | Yield |
---|---|
Stage #1: digitoxin With 2,4,6-trimethyl-pyridine; (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine In chloroform at 20℃; for 0.166667h; Stage #2: palmitic anhydride In chloroform at 20℃; for 24h; regioselective reaction; | 90% |
Conditions | Yield |
---|---|
Stage #1: digitoxin With 2,4,6-trimethyl-pyridine; (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine In chloroform at 20℃; for 0.166667h; Stage #2: cinnamic anhydride In chloroform at 20℃; for 24h; regioselective reaction; | 90% |
Conditions | Yield |
---|---|
Stage #1: digitoxin With 2,4,6-trimethyl-pyridine; (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine In chloroform at 20℃; for 0.166667h; Stage #2: 4-pentenoic anhydride In chloroform at 20℃; for 24h; regioselective reaction; | 90% |
Conditions | Yield |
---|---|
Stage #1: digitoxin With 2,4,6-trimethyl-pyridine; (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine In chloroform at 20℃; for 0.166667h; Stage #2: benzoic acid anhydride In chloroform at 20℃; for 24h; regioselective reaction; | 90% |
digitoxin
(21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-10',22'-dien-3'β-yl) O-<2''',6'''-dideoxy-β-D-ribo-hexopyranosyl>-(1->4)-O-<2'',6''-dideoxy-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-β-D-ribo-hexopyranoside>
Conditions | Yield |
---|---|
86% | |
With diisobutylaluminium hydride In tetrahydrofuran at -70℃; for 1h; | 86% |
2-Methylpropionic anhydride
digitoxin
A
4"'-O-isobutyryl digitoxin
B
3"',4"'-O-di-isobutyryl digitoxin
Conditions | Yield |
---|---|
Stage #1: digitoxin With 2,4,6-trimethyl-pyridine; dmap In chloroform at -20℃; for 0.166667h; Stage #2: 2-Methylpropionic anhydride In chloroform at -20℃; for 24h; regioselective reaction; | A 80% B 10% |
digitoxin
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
digitoxigen (2,3,4,6-tetraacetyl-β-D-glucopyranosyl)-(1→4)-(2,6-dideoxy-β-D-ribohexopyranosyl)-(1→4)-(2,6-dideoxy-β-D-ribohexopyranosyl)-(1→4)-2,6-dideoxy-β-D-ribohexopyranoside
Conditions | Yield |
---|---|
With diphenylborate ethanolamine ester; silver(l) oxide In dichloromethane at 20℃; for 20h; Reagent/catalyst; regioselective reaction; | 77% |
Conditions | Yield |
---|---|
With Jones reagent In acetone at 0 - 20℃; for 3h; Jones oxidation; | 75% |
Multi-step reaction with 2 steps 1: H2O 2: 15 g / CrO3; pyridine / CHCl3 / 10 h / 20 °C View Scheme | |
With chromium(VI) oxide; sulfuric acid In acetone | |
With chromium(VI) oxide; sulfuric acid; water In acetone |
digitoxin
acetobromocellobiose
digitoxigen (2,3,4,6-tetracetyl-β-D-glucopyranosyl)-(1→4)-(2,3,6-triacetyl-β-D-glucopyranosyl)-(1→4)-(2,6-dideoxy-β-D-ribohexopyranosyl)-(1→4)-2,6-dideoxy-β-D-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribohexopyranoside
Conditions | Yield |
---|---|
With diphenylborate ethanolamine ester; silver(l) oxide In dichloromethane at 20℃; for 20h; regioselective reaction; | 74% |
digitoxin
4-((3S,5R,8R,10S,13R,14S,17R)-14-hydroxy-3-(((2R,4S,5S,6R)-4-hydroxy-5-(((2S,4S,5S,6R)-4-hydroxy-5-(((2S,4S,5R,6R)-5-hydroxy-6-methyl-4-(((R)-1-phenylprop-2-yn-1-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)furan-2(5H)-one
Conditions | Yield |
---|---|
With 2,6-bis[(4S)-4-methyl-4,5-dihydrooxazol-2-yl]pyridine; tetrakis(acetonitrile)copper(I)tetrafluoroborate; triethylamine; 10-hydroxy-4a,10a-dihydrobenzo[b][1,4]benzoxaborinine In tetrahydrofuran at -20℃; for 24h; | 74% |
digitoxin
4-((3S,5R,8R,10S,13R,14S,17R)-14-hydroxy-3-(((2R,4S,5S,6R)-4-hydroxy-5-(((2S,4S,5S,6R)-4-hydroxy-5-(((2S,4S,5S,6R)-4-hydroxy-6-methyl-5-(((S)-1-phenylprop-2-yn-1-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-10,13-dimethylhexadecahydro-1Hcyclopenta[a]phenanthren-17-yl)furan-2(5H)-one
Conditions | Yield |
---|---|
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; R,R-C5H3N(C3H3NOPh)2; triethylamine; 10-hydroxy-4a,10a-dihydrobenzo[b][1,4]benzoxaborinine In tetrahydrofuran at -20℃; for 24h; | 70% |
digitoxin
4-((3S,5R,8R,10S,13R,14S,17R)-3-(((2R,4S,5S,6R)-5-(((2S,4S,5S,6R)-5-(((2S,4S,5S,6R)-5-(((R)-5-(4-benzoylphenoxy)pent-1-yn-3-yl)oxy)-4-hydroxy-6-methyltetrahydro-2Hpyran-2-yl)oxy)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)furan-2(5H)-one
Conditions | Yield |
---|---|
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; R,R-C5H3N(C3H3NOPh)2; triethylamine; 10-hydroxy-4a,10a-dihydrobenzo[b][1,4]benzoxaborinine In tetrahydrofuran at 20℃; for 24h; Molecular sieve; | 68% |
acetic anhydride
digitoxin
A
3"',4"'-di-O-acetyl digitoxin
B
4"'-O-acetyl digitoxin
Conditions | Yield |
---|---|
Stage #1: digitoxin With 2,4,6-trimethyl-pyridine; dmap In chloroform at 20℃; for 0.166667h; Stage #2: acetic anhydride In chloroform at 20℃; for 24h; regioselective reaction; | A 18% B 66% |
digitoxin
2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide
digitoxigen (2,3,4,6-tetracetyl-β-D-galactopyranosyl)-(1→4)-(2,3,6-triacetyl-β-D-glucopyranosyl)-(1→4)-(2,6-dideoxy-β-D-ribohexopyranosyl)-(1→4)-2,6-dideoxy-β-D-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribohexopyranoside
Conditions | Yield |
---|---|
With diphenylborate ethanolamine ester; silver(l) oxide In dichloromethane at 20℃; for 20h; regioselective reaction; | 64% |
Conditions | Yield |
---|---|
With diphenylborate ethanolamine ester; silver(l) oxide In dichloromethane at 20℃; for 20h; regioselective reaction; | 63% |
2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide
digitoxin
digitoxigen (2,3,4,6-triacetyl-β-L-fucopyranosyl)-(1→4)-(2,6-dideoxy-β-D-ribohexopyranosyl)-(1→4)-(2,6-dideoxy-β-D-ribohexopyranosyl)-(1→4)-2,6-dideoxy-β-D-ribohexopyranoside
Conditions | Yield |
---|---|
With diphenylborate ethanolamine ester; silver(l) oxide In dichloromethane at 20℃; for 20h; regioselective reaction; | 51% |
digitoxin
21-hydroxyiminodigitoxin
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrite In methanol | 17% |
digitoxin
3β-
Conditions | Yield |
---|---|
for 96h; Irradiation; | 7.5% |
Conditions | Yield |
---|---|
With acetic anhydride |
acetic anhydride
digitoxin
14-hydroxy-3β-(tetra-O-acetyl-lin-tri[1β=>4]-D-ribo-2,6-dideoxy-hexopyranosyloxy)-5β,14β-card-20(22)-enolide
Conditions | Yield |
---|---|
With pyridine | |
In pyridine at 85℃; for 5h; | 590 mg |
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