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Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

High Content Natural Extract Digitoxin HACCP manufacturer

Cas:71-63-6

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

inquiry

Dayang Chem (Hangzhou) Co.,Ltd.

DayangChem 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

Digitoxin

Cas:71-63-6

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Zhuozhou Wenxi import and Export Co., Ltd

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

Pharmaceutical Grade CAS 71-63-6 with competitive price

Cas:71-63-6

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Shanghai Upbio Tech Co.,Ltd

1.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

Qingdao Beluga Import and Export Co., LTD

Digitoxin 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

Digitoxin CAS:71-63-6

Cas:71-63-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, 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

Afine Chemicals Limited

Our 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

Digitoxin

Cas:71-63-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Chengdu Biopurify Phytochemicals Ltd.

Chengdu Biopurify Phytochemicals Ltd. is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine,Traditional Chinese Medic

Digitoxin

Cas:71-63-6

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Keyingchem Co.,Ltd

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

DIGITOXIN

Cas:71-63-6

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou J&H Chemical Co., Ltd.

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

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo 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

Digitoxin

Cas:71-63-6

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

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

TaiChem Taizhou Limited

Established 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

DIGITOXIN

Cas:71-63-6

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Jiangsu Qianyu Molecular Technology Co., LTD.

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

Quality Manufacturer DIGITOXIN

Cas:71-63-6

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Golden Pharma Co., Limited

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

DIGITOXIN

Cas:71-63-6

Min.Order:1 Kilogram

Negotiable

Type:Other

inquiry

shanghai Tauto Biotech Co., Ltd

The quality is guaranteed. If you find the product is wrong compared with COA, we promise 100% refund or change product. COA and HPLC will be shipped out with goods. You can also inform your analysis method and we will follow your analysis me

Digitoxin

Cas:71-63-6

Min.Order:0 Metric Ton

Negotiable

Type:Manufacturers

inquiry

Sinoway Industrial Co., Ltd.

Why is SINOWAY:1) Specialized in pharmaceutical and healthcare industrial since 19872) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days.4) We have warehouse in USA with quickly shipment . Application:API

99% up by HPLC Digitoxin 71-63-6

Cas:71-63-6

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Shanghai Acmec Biochemical Technology Co., Ltd.

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

Acmec Digitoxin 100mg

Cas:71-63-6

Min.Order:1 bottle

Negotiable

Type:Lab/Research institutions

inquiry

Henan Allgreen Chemical Co.,Ltd

high 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

DIGITOXIN(P)

Cas:71-63-6

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

DIGITOXIN

Cas:71-63-6

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Wuhan Circle Star Chem-medical Technology co.,Ltd.

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

DIGITOXIN

Cas:71-63-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Huarong Pharm Co., Ltd.

High qualityAppearance:White powder Storage:Room temperature Package:Aluminum bag Application:Used in producing API Transportation:By air Port:Beijing

Digitoxin

Cas:71-63-6

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Antimex Chemical Limied

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

DB BIOTECH CO., LTD

best seller Application:API

DIGITOXIN

Cas:71-63-6

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Fandachem Co.,Ltd

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

Digitoxin cas 71-63-6

Cas:71-63-6

Min.Order:0

Negotiable

Type:Other

inquiry

Henan Kanbei Chemical Co.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

DIGITOXIN

Cas:71-63-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers2. Produce products of different specifications and sizes according to your requirements.3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures sta

DIGITOXIN

Cas:71-63-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Taixing Hehao Chemical Materials Co.,Ltd

hight degree of purityAppearance:COA mentioned Storage:COA mentioned Package:Standard or custom package Application:hight degree of purity Transportation:Express/Sea/Air Port:Any port in China

DIGITOXIN

Cas:71-63-6

Min.Order:0

Negotiable

Type:Other

inquiry

BOC Sciences

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

Digitoxin

Cas:71-63-6

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Changzhou Helios Biomedical Science and Technology Co.,LTD.

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

DIGITOXIN

Cas:71-63-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

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
57292-22-5

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
71-63-6

digitoxin

Conditions
ConditionsYield
With lithium hydroxide In methanol; water at 20℃; for 2h;83%
With lithium hydroxide83%
With water; lithium hydroxide In methanol at 20℃; for 3h;74%
With lithium hydroxide
Lanatoside A

Lanatoside A

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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>
14912-58-4

(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
71-63-6

digitoxin

Conditions
ConditionsYield
With sodium tetrahydroborate; sodium acetate; 3-chloro-benzenecarboperoxoic acid 1.) CH2Cl2, RT, 2 h; 2.) THF/MeOH, 3h, RT; Yield given. Multistep reaction;
acetyldigitoxin
1111-39-3

acetyldigitoxin

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
With alkaline saponification
Digitoxigenin 3-O-bisdigitoxosideacetyldigilanidobioside, or lanatoside A
17575-20-1

Digitoxigenin 3-O-bisdigitoxosideacetyldigilanidobioside, or lanatoside A

A

D-Glucose
2280-44-6

D-Glucose

B

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
With water; enzyme
purpureaglucoside-A

purpureaglucoside-A

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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
25876-27-1

3"',4"'-di-O-acetyl digitoxin

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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
912454-82-1

tert-butyl ((2S,6R)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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
912454-95-6

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
71-63-6

digitoxin

Conditions
ConditionsYield
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
digitoxigen 3-O-acetyl-2,6-dideoxy-4-O-((2'R,6'R)-5',6'-dihydro-5'-hydroxy-6'-methyl-2H-pyran-2'-yl)-β-D-ribo-hexopyranoside

digitoxigen 3-O-acetyl-2,6-dideoxy-4-O-((2'R,6'R)-5',6'-dihydro-5'-hydroxy-6'-methyl-2H-pyran-2'-yl)-β-D-ribo-hexopyranoside

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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)
30788-61-5

digitoxigen O-[2',6'-dideoxy-β-D-ribo-hexopyranosyl]-(1->4)-(3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranoside)

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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
912454-96-7

digitoxigenin 3''-O-acetyl-2'',6''-dideoxy-β-D-ribo-hexopyranosyl-(1->4)-3'-O-acetyl-2',6'-dideoxy-β-D-ribo-hexopyranoside

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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)
912454-98-9

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
71-63-6

digitoxin

Conditions
ConditionsYield
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)
934021-90-6

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
71-63-6

digitoxin

Conditions
ConditionsYield
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)
912454-97-8

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
71-63-6

digitoxin

Conditions
ConditionsYield
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
222986-40-5

(5R)-1-hydroxy-5-tert-butyldimethylsilanyloxymethyl-5H-pyran-4-(1H)-one

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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
279684-76-3

3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-enitol

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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
279684-79-6

(2R,3R,4S)-4-(tert-butyldimethylsiloxy)-hex-5-yne-2,3-diol 2-benzoate ester

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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
279684-92-3

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
71-63-6

digitoxin

Conditions
ConditionsYield
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
279684-91-2

(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
71-63-6

digitoxin

Conditions
ConditionsYield
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
279684-80-9

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
71-63-6

digitoxin

Conditions
ConditionsYield
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
(2R,3S,4S,6S)-6-[(2R,3R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3,4-diol

(2R,3S,4S,6S)-6-[(2R,3R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3,4-diol

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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
389860-84-8

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
71-63-6

digitoxin

Conditions
ConditionsYield
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
1054632-09-5

(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
71-63-6

digitoxin

Conditions
ConditionsYield
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
(2R,3S,4S,6S)-6-{(2R,3R,4S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[(1R,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1-((R)-1-hydroxy-ethyl)-but-3-ynyloxy]-2-methyl-tetrahydro-pyran-3-yloxy}-2-methyl-tetrahydro-pyran-3,4-diol

(2R,3S,4S,6S)-6-{(2R,3R,4S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[(1R,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1-((R)-1-hydroxy-ethyl)-but-3-ynyloxy]-2-methyl-tetrahydro-pyran-3-yloxy}-2-methyl-tetrahydro-pyran-3,4-diol

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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
389860-87-1

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
71-63-6

digitoxin

Conditions
ConditionsYield
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
389860-85-9

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
71-63-6

digitoxin

Conditions
ConditionsYield
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
389860-88-2

C57H96O15Si2

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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
1512847-02-7

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
1512847-12-9

C1′-epi-digitoxin

B

digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
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
acetic anhydride
108-24-7

acetic anhydride

digitoxin
71-63-6

digitoxin

4"'-O-acetyl digitoxin
1264-51-3

4"'-O-acetyl digitoxin

Conditions
ConditionsYield
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%
2-Methylpropionic anhydride
97-72-3

2-Methylpropionic anhydride

digitoxin
71-63-6

digitoxin

4"'-O-isobutyryl digitoxin
1250858-26-4

4"'-O-isobutyryl digitoxin

Conditions
ConditionsYield
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%
docosanoic acid anhydride
55726-23-3

docosanoic acid anhydride

digitoxin
71-63-6

digitoxin

digitoxin 4"'-behenate
1250858-20-8

digitoxin 4"'-behenate

Conditions
ConditionsYield
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%
digitoxin
71-63-6

digitoxin

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
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
25569-97-5

thiophen-2-carboxylic anhydride

digitoxin
71-63-6

digitoxin

digitoxin 4"'-(thiophene-2-carboxylate)
1250858-22-0

digitoxin 4"'-(thiophene-2-carboxylate)

Conditions
ConditionsYield
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%
β-furan carboxylic anhydride

β-furan carboxylic anhydride

digitoxin
71-63-6

digitoxin

digitoxin 4"'-(furan-3-carboxylate)
1250858-23-1

digitoxin 4"'-(furan-3-carboxylate)

Conditions
ConditionsYield
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%
lauric anhydride
645-66-9

lauric anhydride

digitoxin
71-63-6

digitoxin

digitoxin 4"'-laurate
1250858-17-3

digitoxin 4"'-laurate

Conditions
ConditionsYield
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
71-63-6

digitoxin

digitoxigen O-[2',6'-dideoxy-β-D-ribo-hexopyranosyl]-(1->4)-(2,6-dideoxy-β-D-ribo-hexopyranoside)
16479-50-8

digitoxigen O-[2',6'-dideoxy-β-D-ribo-hexopyranosyl]-(1->4)-(2,6-dideoxy-β-D-ribo-hexopyranoside)

Conditions
ConditionsYield
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
palmitic anhydride
623-65-4

palmitic anhydride

digitoxin
71-63-6

digitoxin

digitoxin 4"'-laurate
1250858-19-5

digitoxin 4"'-laurate

Conditions
ConditionsYield
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%
cinnamic anhydride
21947-71-7

cinnamic anhydride

digitoxin
71-63-6

digitoxin

digitoxin 4"'-cinnamate
1250858-25-3

digitoxin 4"'-cinnamate

Conditions
ConditionsYield
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%
4-pentenoic anhydride
63521-92-6

4-pentenoic anhydride

digitoxin
71-63-6

digitoxin

digitoxin 4"'-(4-pentenoate)
1250858-21-9

digitoxin 4"'-(4-pentenoate)

Conditions
ConditionsYield
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%
benzoic acid anhydride
93-97-0

benzoic acid anhydride

digitoxin
71-63-6

digitoxin

4"'-O-benzoyl digitoxin
1250858-27-5

4"'-O-benzoyl digitoxin

Conditions
ConditionsYield
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
71-63-6

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>
14912-58-4

(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
ConditionsYield
86%
With diisobutylaluminium hydride In tetrahydrofuran at -70℃; for 1h;86%
2-Methylpropionic anhydride
97-72-3

2-Methylpropionic anhydride

digitoxin
71-63-6

digitoxin

A

4"'-O-isobutyryl digitoxin
1250858-26-4

4"'-O-isobutyryl digitoxin

B

3"',4"'-O-di-isobutyryl digitoxin
1250858-29-7

3"',4"'-O-di-isobutyryl digitoxin

Conditions
ConditionsYield
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
71-63-6

digitoxin

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

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
1426432-90-7

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
ConditionsYield
With diphenylborate ethanolamine ester; silver(l) oxide In dichloromethane at 20℃; for 20h; Reagent/catalyst; regioselective reaction;77%
digitoxin
71-63-6

digitoxin

digitoxigenone
1102-88-1

digitoxigenone

Conditions
ConditionsYield
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
71-63-6

digitoxin

acetobromocellobiose
14227-66-8

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
1426432-96-3

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
ConditionsYield
With diphenylborate ethanolamine ester; silver(l) oxide In dichloromethane at 20℃; for 20h; regioselective reaction;74%
tert-butyl (1-phenylprop-2-yn-1-yl) carbonate

tert-butyl (1-phenylprop-2-yn-1-yl) carbonate

digitoxin
71-63-6

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

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
ConditionsYield
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%
tert-butyl (1-phenylprop-2-yn-1-yl) carbonate

tert-butyl (1-phenylprop-2-yn-1-yl) carbonate

digitoxin
71-63-6

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

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
ConditionsYield
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%
5-(4-benzoylphenoxy)pent-1-yn-3-yl tert-butyl carbonate

5-(4-benzoylphenoxy)pent-1-yn-3-yl tert-butyl carbonate

digitoxin
71-63-6

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

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
ConditionsYield
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
108-24-7

acetic anhydride

digitoxin
71-63-6

digitoxin

A

3"',4"'-di-O-acetyl digitoxin
25876-27-1

3"',4"'-di-O-acetyl digitoxin

B

4"'-O-acetyl digitoxin
1264-51-3

4"'-O-acetyl digitoxin

Conditions
ConditionsYield
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
71-63-6

digitoxin

2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide
4753-07-5

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
1426432-95-2

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
ConditionsYield
With diphenylborate ethanolamine ester; silver(l) oxide In dichloromethane at 20℃; for 20h; regioselective reaction;64%
digitoxin
71-63-6

digitoxin

2,3,4-tri-O-acetyl-β-D-arabinosyl bromide
3068-29-9

2,3,4-tri-O-acetyl-β-D-arabinosyl bromide

digitoxigen (2,3,4,6-triacetyl-β-D-arabinopyranosyl)-(1→4)-(2,6-dideoxy-β-D-ribohexopyranosyl)-(1→4)-(2,6-dideoxy-β-D-ribohexopyranosyl)-(1→4)-2,6-dideoxy-β-D-ribohexopyranoside

digitoxigen (2,3,4,6-triacetyl-β-D-arabinopyranosyl)-(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
ConditionsYield
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
16741-27-8

2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide

digitoxin
71-63-6

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
1426432-94-1

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
ConditionsYield
With diphenylborate ethanolamine ester; silver(l) oxide In dichloromethane at 20℃; for 20h; regioselective reaction;51%
digitoxin
71-63-6

digitoxin

21-hydroxyiminodigitoxin
133657-78-0

21-hydroxyiminodigitoxin

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In methanol17%
digitoxin
71-63-6

digitoxin

Conditions
ConditionsYield
for 96h; Irradiation;7.5%
pyridine
110-86-1

pyridine

digitoxin
71-63-6

digitoxin

acetyldigitoxin
1111-39-3

acetyldigitoxin

Conditions
ConditionsYield
With acetic anhydride
acetic anhydride
108-24-7

acetic anhydride

digitoxin
71-63-6

digitoxin

14-hydroxy-3β-(tetra-O-acetyl-lin-tri[1β=>4]-D-ribo-2,6-dideoxy-hexopyranosyloxy)-5β,14β-card-20(22)-enolide
13238-31-8

14-hydroxy-3β-(tetra-O-acetyl-lin-tri[1β=>4]-D-ribo-2,6-dideoxy-hexopyranosyloxy)-5β,14β-card-20(22)-enolide

Conditions
ConditionsYield
With pyridine
In pyridine at 85℃; for 5h;590 mg
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