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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

Pregna-1,4,9(11)-triene-3,20-dione,17,21-dihydroxy-16-methyl-, (16a)-

Cas:13209-41-1

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

Pregna-1,4,9(11)-triene-3,20-dione,17,21-dihydroxy-16-methyl-, (16a)-

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shaanxi Cuicheng Biomedical Technology Co., Ltd.

Why Choose Us: 1. Factory direct sales, so we can provide the competitive price and high quality product base on 8 years of production and R&D experience. 2. It is available in stock for quick shipment.Products could be packaged according to cu

Dexamethasone EP Impurity E

Cas:13209-41-1

Min.Order:1 Gram

Negotiable

Type:Other

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,

Vamorolone

Cas:13209-41-1

Min.Order:1 Milligram

Negotiable

Type:Trading Company

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

13209-41-1 CAS NO.13209-41-1

Cas:13209-41-1

Min.Order:1 Metric Ton

FOB Price: $7.0 / 8.0

Type:Trading Company

inquiry

Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates

Pregna-1,4,9(11)-triene-3,20-dione,17,21-dihydroxy-16-methyl-, (16a)-

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Henan Tianfu Chemical Co., Ltd.

1.Our services:A.Supply sampleB.The packing also can be according the customers` requirmentC.Any inquiries will be replied within 24 hoursD.we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate.

Pregna-1,4,9(11)-triene-3,20-dione,17,21-dihydroxy-16-methyl-, (16a)-

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

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

Pregna-1,4,9(11)-triene-3,20-dione,17,21-dihydroxy-16-methyl-, (16a)-

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

HANGZHOU TIANYE CHEMICALS CO., LTD.

We product this chemical more than 10 years . We are very experience to export it to many countries, Our superior & stable quality , competitive price gain warm reception from our customers. Application:Pharm intermediate

Dexamethasone EP Impurity E

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

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

good quality, competitive price, thoughtful after sale serviceAppearance:white powder Storage:Keep it in dry,shady and cool place Package:25kg,50kg,180kg,200kg,250kg,1000kg,customization Application:Pharma;Industry;Agricultural;chemical reaserch Tran

Vamorolone

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Changchun Artel lmport and Export trade company

Supply top quality products with a reasonable price Application:api

13209-41-1

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Fandachem Co.,Ltd

17.alpha.,21-Dihydroxy-16.alpha.-methylpregna-1,4,9(11)-triene-3,20-dioneAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:pharmaceutical intermediate Transportation:by air, by sea, by e

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

17,21-dihydroxy-16alpha-methylpregna-1,4,9(11)-triene-3,20-dione

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Chemlyte Solutions

Stock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai

16α-Methyl-9,11-dehydro Prednisolone

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Other

inquiry

Shanghai Chinqesen Biotechnology Co., Ltd.

Good Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen

13209-41-1

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

ZHEJIANG JIUZHOU CHEM CO.,LTD

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

17,21-dihydroxy-16alpha-methylpregna-1,4,9(11)-triene-3,20-dione

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

LEAP CHEM Co., Ltd.

Best Seller, High Quality, Competitive Price, Fast Delivery, Quick ResponseAppearance:powder, or liquid Storage:Stored in room temperature, ventilated place Package:Bottle, barrel, cargo, container, etc. Application:Pharmaceuticals, intermediates, AP

17,21-dihydroxy-16alpha-methylpregna-1,4,9(11)-triene-3,20-dione

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Jilin haofei import and export trade Co.,Ltd

Price, service, company and transport advantage: 1. Best service, place of origin China, high quality, and reasonable price. 2. It's customers' right to choose the package (EMS, DHL, FEDEX, UPS). 3. It's customers' right

13209-41-1 CAS NO.13209-41-1

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

suzhou BetterBioChem Co., Ltd.

fast delivery Hot sale 13209-41-1 Reliable quality Vamorolone Vamorolone (VBP15) is a first-in-class, orally active dissociative steroidal anti-inflammatory drug and membrane-stabilizer. Vamorolone improves muscular dystrophy without side effects. V

fast delivery 13209-41-1 Hot sale 13209-41-1 Reliable quality Vamorolone

Cas:13209-41-1

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Chungking Joyinchem Co., Ltd.

Joyinchem have been committed to chemical supply for several years and have built good cooperation records with multinational chemical corporations and importers from all over the world. Our services include:-Spot goods-Contract manufacturing-Custom

Pregna-1,4,9(11)-triene-3,20-dione,17,21-dihydroxy-16-methyl-, (16a)-

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Finetech Industry Limited

FINETECH INDUSTRY LIMITED is a LONDON based CRO company providing drug discovery & development services to worldwide clients. FINETECH INDUSTRY LIMITED supplies the 16a-Methyl-9,11-dehydro Prednisolone, CAS:13209-41-1 with the most competitive price

16a-Methyl-9,11-dehydro Prednisolone

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Nanjing Raymon Biotech Co., Ltd.

Pregna-1,4,9(11)-triene-3,20-dione,17,21-dihydroxy-16-methyl-, (16a)- Storage:keep in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/pharma intermediate Transportation:By Sea,by Air,By courier like

Pregna-1,4,9(11)-triene-3,20-dione,17,21-dihydroxy-16-methyl-, (16a)-

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Guangzhou PI & PI Biotech Inc. Ltd.

Impurities from EP, CP, USP, JP, IP and independent R&D Package:10mg, 25mg, 50mg, 100mg, Other scale please send an equiry Application:For research and development purpose Port:Guangzhou

Dexamethasone impurity E

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shenzhen Sumshine Biotech Co., Ltd.

1. Our staff are all biomedical related majors with rich experience in the pharmaceutical industry, and can provide you with more professional services.2. Our supplier has a good quality management system, and the quality of products is reliable and

Dexamethasone EP Impurity E

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Chemical Co.Ltd

Pregna-1,4,9(11)-triene-3,20-dione,17,21-dihydroxy-16-methyl-, (16a)-Appearance:Off white to slight yellow solid Storage:Stored in shaded, cool and dry places Package:1L 5L 10L 25L bottle Application:pharma intermediate Transportation:Handle with car

Pregna-1,4,9(11)-triene-3,20-dione,17,21-dihydroxy-16-methyl-, (16a)-

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

NovaChemistry

High purity Application:Pharmaceutical intermediates, Material synthesis and analyzing the expectant ingredients

Dexamethasone EP Impurity E

Cas:13209-41-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Synthetic route

C25H36O4Si

C25H36O4Si

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

Conditions
ConditionsYield
With hydrogenchloride In pentan-1-ol80%
C25H36O2Si

C25H36O2Si

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 °C
2: hydrogenchloride / pentan-1-ol
View Scheme
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: dichloromethane; tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
1.2: 3 h / 20 °C / Inert atmosphere
1.3: -50 °C / Inert atmosphere
2.1: acetic acid; peracetic acid / toluene / 0.5 h / -10 °C / Inert atmosphere
3.1: potassium carbonate; water / methanol / 0 - 20 °C
View Scheme
17α,21-dihydroxy-16α-methyl-1,4,9(11)-pregnatriene-3,20-dione 21-acetate
10106-41-9

17α,21-dihydroxy-16α-methyl-1,4,9(11)-pregnatriene-3,20-dione 21-acetate

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

Conditions
ConditionsYield
With water; potassium carbonate In methanol at 0 - 20℃;
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

Methanesulfonic acid 2-((8S,10S,13S,14S,16R,17R)-17-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester
23776-75-2

Methanesulfonic acid 2-((8S,10S,13S,14S,16R,17R)-17-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

Conditions
ConditionsYield
With pyridine at 0 - 2℃; for 1.5h;85%
formaldehyd
50-00-0

formaldehyd

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

16α-methyl-17α,20;20,21-bismethylenedioxypregn-1,4,9(11)-triene-3-one
14518-56-0

16α-methyl-17α,20;20,21-bismethylenedioxypregn-1,4,9(11)-triene-3-one

Conditions
ConditionsYield
With hydrogenchloride In dichloromethane Ambient temperature;74%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

A

21-chloro-17α-hydroxy-16α-methylpregna-1,4,9(11)-triene-3,20-dione

21-chloro-17α-hydroxy-16α-methylpregna-1,4,9(11)-triene-3,20-dione

B

17α-hydroxy-17β-(4-(R)-hydroxy-2,2-dioxido-1,2-oxathiolan-4-yl)-16α-methylandrosta-1,4,9(11)-triene-3-one

17α-hydroxy-17β-(4-(R)-hydroxy-2,2-dioxido-1,2-oxathiolan-4-yl)-16α-methylandrosta-1,4,9(11)-triene-3-one

Conditions
ConditionsYield
With dmap In dichloromethane for 4h; Heating;A 69%
B 1.1%
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

A

21-chloro-17α-hydroxy-16α-methylpregna-1,4,9(11)-triene-3,20-dione

21-chloro-17α-hydroxy-16α-methylpregna-1,4,9(11)-triene-3,20-dione

B

17α-hydroxy-17β-(4-(R)-hydroxy-2,2-dioxido-1,2-oxathiolan-4-yl)-16α-methylandrosta-1,4,9(11)-triene-3-one

17α-hydroxy-17β-(4-(R)-hydroxy-2,2-dioxido-1,2-oxathiolan-4-yl)-16α-methylandrosta-1,4,9(11)-triene-3-one

Conditions
ConditionsYield
With dmap; methanesulfonyl chloride In dichloromethane for 4h; Heating;A 69%
B 1.1%
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

21-chloro-17α-hydroxy-16α-methylpregna-1,4,9(11)-triene-3,20-dione

21-chloro-17α-hydroxy-16α-methylpregna-1,4,9(11)-triene-3,20-dione

Conditions
ConditionsYield
With Vilsmeier reagent; water 1.) toluene, from -3 deg C to 2 deg C, 3 h, 2.) toluene, 5 deg C; Yield given. Multistep reaction;
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

21-fluoro-17α-hydroxy-16α-methyl-1,4,9(11)-ppregnatriene-3,30-dione 17-(2'-furoate)
83881-01-0

21-fluoro-17α-hydroxy-16α-methyl-1,4,9(11)-ppregnatriene-3,30-dione 17-(2'-furoate)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 85 percent / pyridine / 1.5 h / 0 - 2 °C
2: 70 percent / KF / dimethylformamide / 4 h / 124 °C
3: 23 percent / 4-DMAP / CH2Cl2 / 27 h / 40 °C
View Scheme
Multi-step reaction with 3 steps
1: 85 percent / pyridine / 1.5 h / 0 - 2 °C
2: 70 percent / KF / dimethylformamide / 4 h / 124 °C
3: 58 percent / 4-DMAP / CH2Cl2 / 20 h / Ambient temperature
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

9α,11β-dichloro-21-fluoro-17α-hydroxy-16α-methyl-1,4-pregnadiene-3,20-dione 17-(2'-furoate)
83881-12-3

9α,11β-dichloro-21-fluoro-17α-hydroxy-16α-methyl-1,4-pregnadiene-3,20-dione 17-(2'-furoate)

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 85 percent / pyridine / 1.5 h / 0 - 2 °C
2: 70 percent / KF / dimethylformamide / 4 h / 124 °C
3: 23 percent / 4-DMAP / CH2Cl2 / 27 h / 40 °C
4: 72 percent / Cl2, pyridine hydrochloride / CCl4; CH2Cl2 / -35 °C
View Scheme
Multi-step reaction with 4 steps
1: 85 percent / pyridine / 1.5 h / 0 - 2 °C
2: 70 percent / KF / dimethylformamide / 4 h / 124 °C
3: 58 percent / 4-DMAP / CH2Cl2 / 20 h / Ambient temperature
4: 72 percent / Cl2, pyridine hydrochloride / CCl4; CH2Cl2 / -35 °C
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

C22H26O3
107742-74-5

C22H26O3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85 percent / pyridine / 1.5 h / 0 - 2 °C
2: 17 percent / KF / dimethylformamide / 4 h / 124 °C
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

21-fluoro-17α-hydroxy-16α-methyl-1,4,9(11)-ppregnatriene-3,30-dione
83881-00-9

21-fluoro-17α-hydroxy-16α-methyl-1,4,9(11)-ppregnatriene-3,30-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85 percent / pyridine / 1.5 h / 0 - 2 °C
2: 70 percent / KF / dimethylformamide / 4 h / 124 °C
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

dexamethasone
50-02-2

dexamethasone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: 95 percent / 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature
3: 87 percent / potassium acetate / ethanol; dioxane / 19 h / Heating
4: 48percent hydrofluoric acid / ethanol; tetrahydrofuran / 20 h / 0 °C
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

C18H24O6
88509-06-2

C18H24O6

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h
7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h
8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h
9: NaOAc / acetic anhydride / 2.5 h / 100 °C
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

des-A,B-9-keto-16α-methyl-17α,20;20,21-bismethylenedioxypregn-8α-propionic acid
88509-05-1

des-A,B-9-keto-16α-methyl-17α,20;20,21-bismethylenedioxypregn-8α-propionic acid

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h
7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h
8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-5(10)-en-3-one
88509-03-9

16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-5(10)-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-1,3,5(10),9(11)-tetraen-3-ol
88508-99-0

16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-1,3,5(10),9(11)-tetraen-3-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-1,3,5(10)-trien-3-ol 3-methyl ether
88509-01-7

16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-1,3,5(10)-trien-3-ol 3-methyl ether

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-2,5(10)-dien-3-ol 3-methyl ether
88509-02-8

16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-2,5(10)-dien-3-ol 3-methyl ether

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-4,9(10)-diene-3-one
88509-04-0

16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-4,9(10)-diene-3-one

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h
7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

16α-methyl-9β,11β-oxido-17α,20;20,21-bismethylenedioxy-pregna-1,4-diene-3-one
1966-25-2

16α-methyl-9β,11β-oxido-17α,20;20,21-bismethylenedioxy-pregna-1,4-diene-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: 95 percent / 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature
3: 87 percent / potassium acetate / ethanol; dioxane / 19 h / Heating
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-1,3,5(10),9(11)-tetraen-3-ol 3-methyl ether
88509-00-6

16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-1,3,5(10),9(11)-tetraen-3-ol 3-methyl ether

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

9α-bromo-11β-hydroxy-16α-methyl-17α,20;20,21-bismethylenedioxy-pregna-1,4-diene-3-one
88509-22-2

9α-bromo-11β-hydroxy-16α-methyl-17α,20;20,21-bismethylenedioxy-pregna-1,4-diene-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: 95 percent / 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

C21(13)C3H30O5
88509-20-0

C21(13)C3H30O5

Conditions
ConditionsYield
Multi-step reaction with 15 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h
7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h
8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h
9: NaOAc / acetic anhydride / 2.5 h / 100 °C
10: 1.) n-BuLi / 1.) THF, -78 deg C, 50 min; 2.) THF, -78 deg C, 4 h, then room temp., 15 h
11: sodium t-amyloxide / toluene / 0.67 h / Heating
12: 75 percent / glacial AcOH / H2O / 1.25 h / 65 °C
13: 82 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature
14: LDA / tetrahydrofuran
15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

17 Dexamethasone-13C

17 Dexamethasone-13C

Conditions
ConditionsYield
Multi-step reaction with 18 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h
7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h
8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h
9: NaOAc / acetic anhydride / 2.5 h / 100 °C
10: 1.) n-BuLi / 1.) THF, -78 deg C, 50 min; 2.) THF, -78 deg C, 4 h, then room temp., 15 h
11: sodium t-amyloxide / toluene / 0.67 h / Heating
12: 75 percent / glacial AcOH / H2O / 1.25 h / 65 °C
13: 82 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature
14: LDA / tetrahydrofuran
15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature
16: 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature
17: potassium acetate / ethanol; dioxane / 19 h / Heating
18: 73 percent / 48percent hydrofluoric acid / ethanol; tetrahydrofuran / 20 h / 0 °C
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

C21(13)C3H30O6

C21(13)C3H30O6

Conditions
ConditionsYield
Multi-step reaction with 17 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h
7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h
8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h
9: NaOAc / acetic anhydride / 2.5 h / 100 °C
10: 1.) n-BuLi / 1.) THF, -78 deg C, 50 min; 2.) THF, -78 deg C, 4 h, then room temp., 15 h
11: sodium t-amyloxide / toluene / 0.67 h / Heating
12: 75 percent / glacial AcOH / H2O / 1.25 h / 65 °C
13: 82 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature
14: LDA / tetrahydrofuran
15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature
16: 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature
17: potassium acetate / ethanol; dioxane / 19 h / Heating
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

C21(13)C3H31BrO6

C21(13)C3H31BrO6

Conditions
ConditionsYield
Multi-step reaction with 16 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h
7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h
8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h
9: NaOAc / acetic anhydride / 2.5 h / 100 °C
10: 1.) n-BuLi / 1.) THF, -78 deg C, 50 min; 2.) THF, -78 deg C, 4 h, then room temp., 15 h
11: sodium t-amyloxide / toluene / 0.67 h / Heating
12: 75 percent / glacial AcOH / H2O / 1.25 h / 65 °C
13: 82 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature
14: LDA / tetrahydrofuran
15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature
16: 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

16α-methyl-17α,20;20,21-bismethylenedioxy-19-nor-3-ethylenedioxy-4,5-seco-pregna-9-ene-5-one-1,2,3

16α-methyl-17α,20;20,21-bismethylenedioxy-19-nor-3-ethylenedioxy-4,5-seco-pregna-9-ene-5-one-1,2,3

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h
7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h
8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h
9: NaOAc / acetic anhydride / 2.5 h / 100 °C
10: 1.) n-BuLi / 1.) THF, -78 deg C, 50 min; 2.) THF, -78 deg C, 4 h, then room temp., 15 h
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

C18(13)C6H30O5

C18(13)C6H30O5

Conditions
ConditionsYield
Multi-step reaction with 15 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h
7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h
8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h
9: NaOAc / acetic anhydride / 2.5 h / 100 °C
10: n-BuLi / tetrahydrofuran / -78 °C
11: 25 percent / sodium t-amyloxide / toluene / Heating
12: glacial AcOH / H2O / 1.25 h / 65 °C
13: 76 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature
14: LDA / tetrahydrofuran
15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

C16(13)C6H29FO5

C16(13)C6H29FO5

Conditions
ConditionsYield
Multi-step reaction with 18 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h
7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h
8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h
9: NaOAc / acetic anhydride / 2.5 h / 100 °C
10: n-BuLi / tetrahydrofuran / -78 °C
11: 25 percent / sodium t-amyloxide / toluene / Heating
12: glacial AcOH / H2O / 1.25 h / 65 °C
13: 76 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature
14: LDA / tetrahydrofuran
15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature
16: 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature
17: potassium acetate / ethanol; dioxane / 19 h / Heating
18: 48percent hydrofluoric acid / ethanol; tetrahydrofuran / 20 h / 0 °C
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

C18(13)C6H30O6

C18(13)C6H30O6

Conditions
ConditionsYield
Multi-step reaction with 17 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h
7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h
8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h
9: NaOAc / acetic anhydride / 2.5 h / 100 °C
10: n-BuLi / tetrahydrofuran / -78 °C
11: 25 percent / sodium t-amyloxide / toluene / Heating
12: glacial AcOH / H2O / 1.25 h / 65 °C
13: 76 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature
14: LDA / tetrahydrofuran
15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature
16: 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature
17: potassium acetate / ethanol; dioxane / 19 h / Heating
View Scheme
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
13209-41-1

(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one

C18(13)C6H32O5

C18(13)C6H32O5

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1: 74 percent / HCl / CH2Cl2 / Ambient temperature
2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h
3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h
4: NH3, Li / tetrahydrofuran / 2 h / -78 °C
5: NH3, Li / tetrahydrofuran; ethanol
6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h
7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h
8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h
9: NaOAc / acetic anhydride / 2.5 h / 100 °C
10: n-BuLi / tetrahydrofuran / -78 °C
11: 25 percent / sodium t-amyloxide / toluene / Heating
12: glacial AcOH / H2O / 1.25 h / 65 °C
13: 76 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature
View Scheme

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