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Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem's 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. DayangChem can provide different quantities

Card-20(22)-enolide,3,14-dihydroxy-, (3b,5b)-

Cas:143-62-4

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

shanghai Tauto Biotech Co., Ltd

18-year experience in Phytochemicals Each product has passed very strict tests (NMR\MS\HPLC) Agents in 13 countries Certified by ISO 9001:2008 quality management system Leader Supplier of Botanical Reference Materials in China

Digitoxigenin

Cas:143-62-4

Min.Order:10 Milligram

Negotiable

Type:Manufacturers

inquiry

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

Natural Extract 98% DIGITOXIGENIN 143-62-4 HACCP Manufacturer

Cas:143-62-4

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

inquiry

Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

Digitoxigenin

Cas:143-62-4

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Henan Tianfu Chemical Co., Ltd.

Our 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

DIGITOXIGENIN 143-62-4

Cas:143-62-4

Min.Order:1 Kilogram

FOB Price: $1.0

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 143-62-4 with competitive price

Cas:143-62-4

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Wuhan Han Sheng New Material Technology Co.,Ltd

Our 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

Hot Sell Factory Supply Raw Material CAS 143-62-4 ,DIGITOXIGENIN

Cas:143-62-4

Min.Order:10 Kilogram

Negotiable

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

Card-20(22)-enolide,3,14-dihydroxy-, (3b,5b)-

Cas:143-62-4

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

Card-20(22)-enolide,3,14-dihydroxy-, (3b,5b)-

Cas:143-62-4

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures s

DIGITOXIGENIN

Cas:143-62-4

Min.Order:1 Kilogram

FOB Price: $30.0 / 50.0

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

DIGITOXIGENIN

Cas:143-62-4

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

Card-20(22)-enolide,3,14-dihydroxy-, (3b,5b)-

Cas:143-62-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

SHANGHAI SYSTEAM BIOCHEM CO., LTD

We 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

DIGITOXIGENIN

Cas:143-62-4

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

Type:Lab/Research institutions

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

Digitoxigenin

Cas:143-62-4

Min.Order:1 Milligram

Negotiable

Type:Trading Company

inquiry

EAST CHEMSOURCES LIMITED

factory?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

DIGITOXIGENIN

Cas:143-62-4

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

inquiry

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology 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 chemicals. W

DIGITOXIGENIN

Cas:143-62-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

KAISA GROUP INC

1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

DIGITOXIGENIN

Cas:143-62-4

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

inquiry

Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

DIGITOXIGENIN

Cas:143-62-4

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

inquiry

GIHI CHEMICALS CO.,LIMITED

Lower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe

Digitoxigenin

Cas:143-62-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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:Herbal extr

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 Digitoxigenin D21380 10mg

Cas:143-62-4

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

Digitoxigenin

Cas:143-62-4

Min.Order:0

Negotiable

Type:Manufacturers

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

Digitoxigenin

Cas:143-62-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

We are a trading company aiming at providing high-quality services to customers. Established for many years, with good reputation in the industry Storage:Sealed and preserved Application:Fine chemical intermediates, used as the main raw material for

DIGITOXIGENIN

Cas:143-62-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hubei Langyou International Trading Co., Ltd

DIGITOXIGENIN Application:DIGITOXIGENIN

DIGITOXIGENIN

Cas:143-62-4

Min.Order:0

Negotiable

Type:Other

inquiry

Changchun Artel lmport and Export trade company

Supply top quality products with a reasonable price Application:api

143-62-4

Cas:143-62-4

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Fandachem Co.,Ltd

Card-20(22)-enolide,3,14-dihydroxy-, (3b,5b)- cas 143-62-4Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express

Card-20(22)-enolide,3,14-dihydroxy-, (3b,5b)- cas 143-62-4

Cas:143-62-4

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

DIGITOXIGENIN

Cas:143-62-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou ZeErRui Chemical Co., Ltd.

Hangzhou ZeErRui Chemical Co., Ltd. is focused on customization, research and development and production of APIs and advanced intermediates, which can effectively compensate for the deficiencies of traditional CRO and CMO. Priority of high-tech barri

DIGITOXIGENIN

Cas:143-62-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hunan Longxianng Runhui Trading Co.,Ltd

DIGITOXIGENINAppearance:as detailed Storage:Room temperature Package:as required Application:143-62-4 Transportation:By express (Door to door) such as FEDEX, DHL, EMS for small amount. By air(airport to airport) or by sea LCL/FCL for large amount.

DIGITOXIGENIN

Cas:143-62-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-(tert-Butyl-dimethyl-silanyloxy)-14-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-5H-furan-2-one
182573-64-4

4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-(tert-Butyl-dimethyl-silanyloxy)-14-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-5H-furan-2-one

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol for 24h; Ambient temperature;97%
With sulfuric acid In methanol; water for 1h; Heating;95%
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
14-hydroxy-3β-tetrahydropyranyloxy-5β-card-20(22)-enolide
809-98-3

14-hydroxy-3β-tetrahydropyranyloxy-5β-card-20(22)-enolide

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In ethanol at 60℃; for 1h;85%
(Digitoxigenin-3-yl)-4-O-acetyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosid
29742-88-9, 33156-31-9, 99780-82-2

(Digitoxigenin-3-yl)-4-O-acetyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosid

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol for 2h; Product distribution;69%
3β,14-dihydroxy-17β-(furan-3-yl)-5β,14β-androstane
1919-02-4

3β,14-dihydroxy-17β-(furan-3-yl)-5β,14β-androstane

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
Stage #1: 3β,14-dihydroxy-17β-(furan-3-yl)-5β,14β-androstane With oxygen; rose bengal; N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; Irradiation;
Stage #2: With sodium tetrahydroborate; water In dichloromethane at 20℃; Further stages.;
61%
3β-O-(β-D-digitalosyl)-14-hydroxy-5β,14β-card-20(22)-enolide
18810-25-8

3β-O-(β-D-digitalosyl)-14-hydroxy-5β,14β-card-20(22)-enolide

A

14-dehydrodigitoxigenin 3-O-β-D-digitaloside
14364-82-0

14-dehydrodigitoxigenin 3-O-β-D-digitaloside

B

3β-hydroxy-5β-carda-14,20(22)-dienolide
4321-20-4

3β-hydroxy-5β-carda-14,20(22)-dienolide

C

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
at 245℃; other temp., other substrates;A 4%
B 2%
C 6%
3β-O-(β-D-diginosyl)-14-hydroxy-5β,14β-card-20(22)-enolide
12738-19-1, 31087-87-3, 31087-88-4, 58407-69-5, 59284-73-0, 59284-75-2, 69461-00-3, 12708-27-9

3β-O-(β-D-diginosyl)-14-hydroxy-5β,14β-card-20(22)-enolide

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With methanol; sulfuric acid; water
3β-O-(β-D-digitalosyl)-14-hydroxy-5β,14β-card-20(22)-enolide
18810-25-8

3β-O-(β-D-digitalosyl)-14-hydroxy-5β,14β-card-20(22)-enolide

A

14-dehydrodigitoxigenin 3-O-β-D-digitaloside
14364-82-0

14-dehydrodigitoxigenin 3-O-β-D-digitaloside

C

3β-hydroxy-5β-carda-14,20(22)-dienolide
4321-20-4

3β-hydroxy-5β-carda-14,20(22)-dienolide

D

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With water In 1,4-dioxane at 140℃; for 8h;A 17 mg
B 11 mg
C 8 mg
D 23 mg
With water In 1,4-dioxane at 140℃; for 8h; other cardenolide and flavonoid glycosides;A 17 mg
B 11 mg
C 8 mg
D 23 mg
(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With sulfuric acid In methanol at 20℃; for 4h;4 g
Digitoxigenin-3β-O-α-L-arabinofuranosid
78614-49-0, 99604-84-9, 105761-94-2, 119323-62-5

Digitoxigenin-3β-O-α-L-arabinofuranosid

A

L-arabinose
5328-37-0

L-arabinose

B

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With phosphate buffer In water; dimethyl sulfoxide at 37℃; for 0.5h; 1 IE α-L-arabinofuranosidase (Aspergillus niger K 1), enzymatic cleavage;
digitoxin
71-63-6

digitoxin

A

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)

B

evatromonoside
18404-43-8

evatromonoside

C

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
In propan-1-ol at 125℃; for 1.16667h;
at 275℃;
at 275℃;
Conditions
ConditionsYield
With water In 1,4-dioxane at 100℃; for 35h; Further byproducts given;A 41 mg
B n/a
C 33 mg
D 80 mg
digitoxin
71-63-6

digitoxin

A

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)

B

β-D-digitoxosyl-(1<*>4)-β-D-digitoxose
90762-99-5, 90763-00-1, 90763-10-3, 90790-04-8

β-D-digitoxosyl-(1<*>4)-β-D-digitoxose

C

evatromonoside
18404-43-8

evatromonoside

D

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With water In 1,4-dioxane at 100℃; for 35h; Further byproducts given;A 41 mg
B n/a
C 33 mg
D 80 mg
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

A

3β-hydroxy-5β-carda-14,20(22)-dienolide
4321-20-4

3β-hydroxy-5β-carda-14,20(22)-dienolide

B

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With hydrogenchloride In methanol at 50℃; for 0.5h; Mechanism;A n/a
B 15 mg
3β,14β,21-trihydroxy-5β-pregnane-20-one
3946-61-0

3β,14β,21-trihydroxy-5β-pregnane-20-one

malonyl coenzyme A

malonyl coenzyme A

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With 21-hydroxy-malonyltransferase enzyme; Hepes-KOH buffer In dimethyl sulfoxide at 90℃; for 1h;
hydrogenchloride
7647-01-0

hydrogenchloride

digitoxin
71-63-6

digitoxin

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
at 30℃; Rate constant; Hydrolysis;
digilanide-A

digilanide-A

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With ethanol; sulfuric acid; water
evomonoside

evomonoside

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With hydrogenchloride; water; acetone
purpureaglucoside-A

purpureaglucoside-A

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With hydrogenchloride; ethanol; water
digitoxigen (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
19855-40-4

digitoxigen (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

aqueous methanol. sulfuric acid

aqueous methanol. sulfuric acid

A

D-digitxose
527-52-6

D-digitxose

B

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

C

digilanidobiose

digilanidobiose

Digitoxigenin 3-O-bisdigitoxosideacetyldigilanidobioside, or lanatoside A
17575-20-1

Digitoxigenin 3-O-bisdigitoxosideacetyldigilanidobioside, or lanatoside A

diluted aq.-ethanolic sulfuric acid

diluted aq.-ethanolic sulfuric acid

A

D-digitxose
527-52-6

D-digitxose

B

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

C

digilanidobiose

digilanidobiose

Conditions
ConditionsYield
at 40℃; anschliessendes Behandeln mit verd. wss. Schwefelsaeure;
Digitoxigenin 3-O-bisdigitoxosideacetyldigilanidobioside, or lanatoside A
17575-20-1

Digitoxigenin 3-O-bisdigitoxosideacetyldigilanidobioside, or lanatoside A

diluted aqueous methanol. hydrochloric acid

diluted aqueous methanol. hydrochloric acid

A

D-digitxose
527-52-6

D-digitxose

B

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

C

O3-acetyl-digilanidobiose

O3-acetyl-digilanidobiose

Conditions
ConditionsYield
anschliessendes Behandeln mit verd. wss. Salzsaeure;
Digitoxigenin 3-O-bisdigitoxosideacetyldigilanidobioside, or lanatoside A
17575-20-1

Digitoxigenin 3-O-bisdigitoxosideacetyldigilanidobioside, or lanatoside A

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
With water
C27H36OSi
932024-66-3

C27H36OSi

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 63 percent / K2CO3; org. peroxide / benzene / 20 °C
2.1: t-BuLi; lithium 2-thienylcyanocuprate / diethyl ether; tetrahydrofuran / -78 - -10 °C
2.2: 91 percent / diethyl ether; tetrahydrofuran / -78 - -30 °C
3.1: 99 percent / aq. TsOH / acetone / Heating
4.1: 82 percent / Cs2CO3 / acetonitrile / Heating
5.1: DIBAL-H / CH2Cl2 / -78 °C
5.2: KH; CS2; MeI / tetrahydrofuran / 20 °C
5.3: n-Bu3SnH; AIBN / benzene / Heating
6.1: 98 percent / TBAF / tetrahydrofuran / Heating
7.1: O2; Rose bengal; DIPEA / CH2Cl2 / -78 °C / Irradiation
7.2: 61 percent / NaBH4; H2O / CH2Cl2 / 20 °C
View Scheme
C41H54O5Si
932024-72-1

C41H54O5Si

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 99 percent / aq. TsOH / acetone / Heating
2.1: 82 percent / Cs2CO3 / acetonitrile / Heating
3.1: DIBAL-H / CH2Cl2 / -78 °C
3.2: KH; CS2; MeI / tetrahydrofuran / 20 °C
3.3: n-Bu3SnH; AIBN / benzene / Heating
4.1: 98 percent / TBAF / tetrahydrofuran / Heating
5.1: O2; Rose bengal; DIPEA / CH2Cl2 / -78 °C / Irradiation
5.2: 61 percent / NaBH4; H2O / CH2Cl2 / 20 °C
View Scheme
C39H50O4Si
932024-73-2

C39H50O4Si

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: DIBAL-H / CH2Cl2 / -78 °C
1.2: KH; CS2; MeI / tetrahydrofuran / 20 °C
1.3: n-Bu3SnH; AIBN / benzene / Heating
2.1: 98 percent / TBAF / tetrahydrofuran / Heating
3.1: O2; Rose bengal; DIPEA / CH2Cl2 / -78 °C / Irradiation
3.2: 61 percent / NaBH4; H2O / CH2Cl2 / 20 °C
View Scheme
C39H52O3Si
932024-60-7

C39H52O3Si

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 98 percent / TBAF / tetrahydrofuran / Heating
2.1: O2; Rose bengal; DIPEA / CH2Cl2 / -78 °C / Irradiation
2.2: 61 percent / NaBH4; H2O / CH2Cl2 / 20 °C
View Scheme
C39H50O4Si
932024-61-8

C39H50O4Si

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 82 percent / Cs2CO3 / acetonitrile / Heating
2.1: DIBAL-H / CH2Cl2 / -78 °C
2.2: KH; CS2; MeI / tetrahydrofuran / 20 °C
2.3: n-Bu3SnH; AIBN / benzene / Heating
3.1: 98 percent / TBAF / tetrahydrofuran / Heating
4.1: O2; Rose bengal; DIPEA / CH2Cl2 / -78 °C / Irradiation
4.2: 61 percent / NaBH4; H2O / CH2Cl2 / 20 °C
View Scheme
C27H34O2Si
932024-62-9

C27H34O2Si

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: t-BuLi; lithium 2-thienylcyanocuprate / diethyl ether; tetrahydrofuran / -78 - -10 °C
1.2: 91 percent / diethyl ether; tetrahydrofuran / -78 - -30 °C
2.1: 99 percent / aq. TsOH / acetone / Heating
3.1: 82 percent / Cs2CO3 / acetonitrile / Heating
4.1: DIBAL-H / CH2Cl2 / -78 °C
4.2: KH; CS2; MeI / tetrahydrofuran / 20 °C
4.3: n-Bu3SnH; AIBN / benzene / Heating
5.1: 98 percent / TBAF / tetrahydrofuran / Heating
6.1: O2; Rose bengal; DIPEA / CH2Cl2 / -78 °C / Irradiation
6.2: 61 percent / NaBH4; H2O / CH2Cl2 / 20 °C
View Scheme
acetic anhydride
108-24-7

acetic anhydride

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

digitoxigenin 3-acetate
808-19-5

digitoxigenin 3-acetate

Conditions
ConditionsYield
With pyridine; dmap at 20 - 30℃; Inert atmosphere;100%
In pyridine at 24℃; for 28h;98%
With sodium acetate
In pyridine
With pyridine
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

14-hydroxy-3β-tetrahydropyranyloxy-5β-card-20(22)-enolide
809-98-3

14-hydroxy-3β-tetrahydropyranyloxy-5β-card-20(22)-enolide

Conditions
ConditionsYield
polymer bound diphenylphosphane hydrobromide In dichloromethane at 20℃; for 3h;99%
With ethyl acetate; trichlorophosphate
With pyridinium p-toluenesulfonate In dichloromethane
C14H22O5
1268341-16-7

C14H22O5

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

C32H46O6
1268341-20-3

C32H46O6

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine In dichloromethane; chloroform at 0℃;98%
t-butyldimethylsiyl triflate
69739-34-0

t-butyldimethylsiyl triflate

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-(tert-Butyl-dimethyl-silanyloxy)-14-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-5H-furan-2-one
182573-64-4

4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-(tert-Butyl-dimethyl-silanyloxy)-14-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-5H-furan-2-one

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 1h;96%
C13H20O5
1268341-15-6

C13H20O5

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

C31H44O6
1268341-19-0

C31H44O6

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine In dichloromethane; chloroform at 0℃;94%
(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

digitoxigenone
1102-88-1

digitoxigenone

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide for 3h; Ambient temperature;92%
With N-methyl-2-indolinone; tetrapropylammonium perruthennate In dichloromethane at 20℃; Oxidation;89%
Stage #1: (+)-digitoxigenin With chromium(VI) oxide; sulfuric acid In water; acetone at 0℃; for 0.333333h;
Stage #2: In methanol; water; acetone at 0℃; for 0.333333h;
84%
C12H18O5
1268341-13-4

C12H18O5

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

C30H42O6
1268341-17-8

C30H42O6

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine In dichloromethane; chloroform at 0℃;90%
4-Nitrophenyl chloroformate
7693-46-1

4-Nitrophenyl chloroformate

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

4-nitrophenyl carbamate-3-O-digitoxigenin

4-nitrophenyl carbamate-3-O-digitoxigenin

Conditions
ConditionsYield
With pyridine In 1,2-dichloro-ethane for 16h; Molecular sieve;88.56%
tert-butyl ((2R,6R)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate
679412-06-7

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

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

(2R,6S)-2-methyl-6-(digitoxigenoxy)-2H-pyran-3(6H)-one
1256497-85-4

(2R,6S)-2-methyl-6-(digitoxigenoxy)-2H-pyran-3(6H)-one

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine In tetrahydrofuran; dichloromethane at 0℃; for 8h; Inert atmosphere;88%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine In dichloromethane at 0℃; for 8h;88%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine In dichloromethane at 0℃; for 12h;83%
C13H20O5
1268341-14-5

C13H20O5

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

C31H44O6
1268341-18-9

C31H44O6

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine In dichloromethane; chloroform at 0℃;88%
3,4-Di-O-acetyl-1,5-anhydro-2,6-didesoxy-D-ribo-hex-1-enit
69483-67-6

3,4-Di-O-acetyl-1,5-anhydro-2,6-didesoxy-D-ribo-hex-1-enit

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

(Digitoxigenin-3-yl)-3,4-di-O-acetyl-2,6-didesoxy-2-iod-α-D-altropyranosid
83025-21-2, 99694-28-7, 99694-29-8

(Digitoxigenin-3-yl)-3,4-di-O-acetyl-2,6-didesoxy-2-iod-α-D-altropyranosid

Conditions
ConditionsYield
With N-iodo-succinimide In acetonitrile86%
With N-iodo-succinimide In dichloromethane; acetonitrile for 168h;86%
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

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

(2R,6R)-2-methyl-6-(digitoxygenoxy)-2H-pyran-3(6H)-one

(2R,6R)-2-methyl-6-(digitoxygenoxy)-2H-pyran-3(6H)-one

Conditions
ConditionsYield
With triphenylphosphine; tris(dibenzylideneacetone)dipalladium (0) In tetrahydrofuran; dichloromethane; chloroform at 0℃; for 8h;86%
With triphenylphosphine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In dichloromethane at 0℃; for 8h;86%
With palladium; triphenylphosphine86%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine In tetrahydrofuran; dichloromethane at 0℃; for 8h; Inert atmosphere;86%
­tert-­butyl-­5,6-­dihydro-­6-­methyl-­5-­oxo-­2H-­pyran-­2-­yl carbonate

­tert-­butyl-­5,6-­dihydro-­6-­methyl-­5-­oxo-­2H-­pyran-­2-­yl carbonate

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

C29H40O6
1256497-88-7

C29H40O6

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine In tetrahydrofuran; dichloromethane at 0℃; for 8h; Inert atmosphere;85%
1,5-anhydro-3,4-bis(triethylsilyl)-2,6-dideoxy-L-lyxo-hex-1-enitol
476469-65-5

1,5-anhydro-3,4-bis(triethylsilyl)-2,6-dideoxy-L-lyxo-hex-1-enitol

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

4-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-Hydroxy-10,13-dimethyl-3-((2R,4S,5R,6S)-6-methyl-4,5-bis-triethylsilanyloxy-tetrahydro-pyran-2-yloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-5H-furan-2-one
476469-66-6

4-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-Hydroxy-10,13-dimethyl-3-((2R,4S,5R,6S)-6-methyl-4,5-bis-triethylsilanyloxy-tetrahydro-pyran-2-yloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-5H-furan-2-one

Conditions
ConditionsYield
With camphor-10-sulfonic acid In dichloromethane; toluene at 20℃; for 12h;84%
2,3,5-tri-O-acetyl-D-ribofuranosyl bromide
39110-68-4

2,3,5-tri-O-acetyl-D-ribofuranosyl bromide

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

3-O-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)digitoxigenin
99617-50-2

3-O-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)digitoxigenin

Conditions
ConditionsYield
With mercury(II) cyanide In acetonitrile at 60℃; for 2h;83%
α/β-1-trichloroacetaimidate-2,3,4-tribenzoyl-L-ribose
1207607-99-5

α/β-1-trichloroacetaimidate-2,3,4-tribenzoyl-L-ribose

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

C49H54O11
1207607-91-7

C49H54O11

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃; for 0.333333h; Molecular sieve; Inert atmosphere;82%
tert-butyl ((2S,6S)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate
865484-73-7

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

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

C29H40O6
1256497-84-3

C29H40O6

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine In tetrahydrofuran; dichloromethane at 0℃; for 6h; Inert atmosphere;82%
With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine In dichloromethane; chloroform at 0℃;82%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine In dichloromethane at 0℃; for 8h;82%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine In dichloromethane
tert-butyl ((2S,6S)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate
865484-73-7

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

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

(2S,6R)-2-methyl-6-(digitoxigenoxy)-2H-pyran-3(6H)-one

(2S,6R)-2-methyl-6-(digitoxigenoxy)-2H-pyran-3(6H)-one

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine In tetrahydrofuran; dichloromethane at 0℃; for 6h;82%
4-oxo-4-(2-(trimethylsilyl)ethoxy)butanoic acid
93790-78-4

4-oxo-4-(2-(trimethylsilyl)ethoxy)butanoic acid

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

14-hydroxy-5β,14β-card-20(22)-enolid-3β-yl 2-(trimethylsilyl)ethyl butanedioate
107938-48-7

14-hydroxy-5β,14β-card-20(22)-enolid-3β-yl 2-(trimethylsilyl)ethyl butanedioate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In benzene for 3h; Ambient temperature;78%
(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

Menabegenin
508-88-3

Menabegenin

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 50℃; for 16h;76%
With sodium acetate; sodium p-hydroxybenzenesulfonate; N,N-dimethyl-formamide at 125℃;
C46H46NO7PS
129823-37-6

C46H46NO7PS

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

A

(3β,5β,14β,17β)-3β-<(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)oxy>-14-hydroxycard-20(22)-enolide
103368-07-6, 103368-08-7

(3β,5β,14β,17β)-3β-<(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)oxy>-14-hydroxycard-20(22)-enolide

B

(3β,5β,14β,17β)-3β-<(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)oxy>-14-hydroxycard-20(22)-enolide
103368-07-6, 103368-08-7

(3β,5β,14β,17β)-3β-<(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)oxy>-14-hydroxycard-20(22)-enolide

Conditions
ConditionsYield
With 4 A molecular sieve; boron trifluoride diethyl etherate In dichloromethane at -10℃; for 1h;A 76%
B 8%
Acetic acid (2S,3R,4S,6S)-6-[(2S,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yloxy]-3-((2S,4S,5R,6S)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-tetrahydro-pyran-4-yl ester
476469-56-4

Acetic acid (2S,3R,4S,6S)-6-[(2S,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yloxy]-3-((2S,4S,5R,6S)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-tetrahydro-pyran-4-yl ester

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

C53H84O16Si
476469-57-5

C53H84O16Si

Conditions
ConditionsYield
With camphor-10-sulfonic acid In dichloromethane; toluene at 20℃; for 10h;75%
phenyl-β-D-glucopyranoside
1464-44-4

phenyl-β-D-glucopyranoside

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

digitoxigenin 3-O-β-D-glucoside
17059-16-4

digitoxigenin 3-O-β-D-glucoside

Conditions
ConditionsYield
In water; acetonitrile at 10℃; for 12h; β-galactosidase (obt. from Asp. oryzae), phosphate buffer pH=5;74.1%
With β-galactosidase In water; acetonitrile at 10℃; for 12h; phosphate buffer (pH 5);74.1%
(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

3β,14-dihydroxy-17β-(furan-3-yl)-5β,14β-androstane
1919-02-4

3β,14-dihydroxy-17β-(furan-3-yl)-5β,14β-androstane

Conditions
ConditionsYield
Stage #1: (+)-digitoxigenin With diisobutylaluminium hydride In tetrahydrofuran at -5℃;
Stage #2: With manganese(IV) oxide In 1,4-dioxane; water; acetic acid
74%
(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

A

3β,14-dihydroxy-17β-(furan-3-yl)-5β,14β-androstane
1919-02-4

3β,14-dihydroxy-17β-(furan-3-yl)-5β,14β-androstane

B

24-Nor-5β,14β-chol-20(22)-en-3β,14,21,23-tetraol
116499-22-0

24-Nor-5β,14β-chol-20(22)-en-3β,14,21,23-tetraol

C

17β-(Fur-3-yl)-5β-androst-14-en-3β-yl-acetat
13957-85-2

17β-(Fur-3-yl)-5β-androst-14-en-3β-yl-acetat

Conditions
ConditionsYield
With diisobutylaluminium hydride In tetrahydrofuran 1.) -30 deg C - -35 deg C, 1 h, 2.) up to 0 deg C during 30 min;A 71%
B 14.6%
C 370 mg
With diisobutylaluminium hydride In tetrahydrofuran 1.) -30 deg C to -35 deg C, 1 h, 2.) up to 0 deg C during 30 min;A 71%
B 14.6%
C 370 mg
4-isothiocyanato benzoyl chloride
53611-24-8

4-isothiocyanato benzoyl chloride

(+)-digitoxigenin
143-62-4

(+)-digitoxigenin

14-hydroxy-3β-(4-isothiocyanatobenzoyloxy)-5β,14β-card-20(22)-enolide

14-hydroxy-3β-(4-isothiocyanatobenzoyloxy)-5β,14β-card-20(22)-enolide

Conditions
ConditionsYield
With dmap In pyridine at 20℃; for 3h; Esterification;68%

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