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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

Costunolide

Cas:553-21-9

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Nanjing Spring & Autumn Biological Engineering Co., Ltd.

Nanjing Spring & Autumn Biological Engineering Co., Ltd. Which was founded at 2008, has an R & D team composed very experienced natural products chemists. The company is a high-tech enterprise engaged in functional health care products raw ma

Costunolide

Cas:553-21-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

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

Costunolide

Cas:553-21-9

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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

High Content Natural Extract Costundide HACCP manufacturer

Cas:553-21-9

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

inquiry

Shanghai Seasonsgreen Chemical Co.,Ltd

Shanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu

lower price High quality Costunolide

Cas:553-21-9

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

inquiry

Henan Tianfu Chemical Co., Ltd.

Product Name: Costunolide Synonyms: (3AS,6E,10E,11AR)-3A,4,5,8,9,11A-HEXAHYDRO-6,10-DIMETHYL-3-METHYLENE-CYCLODECA[B]FURAN-2(3H)-ONE;COSTUNOLIDE;(e,e)-6-alpha-hydroxygermacra-1(10),4,11(13)-tr

Costunolide

Cas:553-21-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con

553-21-9 Costunolide

Cas:553-21-9

Min.Order:1 Kilogram

FOB Price: $15.0 / 50.0

Type:Trading Company

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 553-21-9 with competitive price

Cas:553-21-9

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Hubei Langyou International Trading Co., Ltd

1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White Crystalline Powder Storage:Store in sealed containers

Supply high purity CAS 553-21-9 // Costunolide powder 98%

Cas:553-21-9

Min.Order:100 Gram

Negotiable

Type:Other

inquiry

Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

Costunolide 553-21-9

Cas:553-21-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

Costunolide CAS: 553-21-9 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,

Costunolide CAS: 553-21-9

Cas:553-21-9

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

Costunolide

Cas:553-21-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

superior quality Appearance:white 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 request. Application:Used as Pharmaceutical Intermediates Transportation:as pe

Costunolide

Cas:553-21-9

Min.Order:0 Metric Ton

Negotiable

Type:Trading Company

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

costunolide

Cas:553-21-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Fonlynn Health Technology Co., Ltd.

Packing: According to customer requirements Delivery time: In stock or depands Port of shipment: Ningbo/Shanghai/Qingdao OEM/ODM:Welcome Sample:We can offer our existing samples at once Transportation:Express/Sea/Air Port:Ningbo/Shanghai/Qingd

Costunolide 98%

Cas:553-21-9

Min.Order:0

Negotiable

Type:Trading Company

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

Costunolide

Cas:553-21-9

Min.Order:1 Gram

Negotiable

Type:Other

inquiry

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

Costunolide

Cas:553-21-9

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

Costunolide

Cas:553-21-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Wentao Chemical Product Co., Ltd.

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 etc. 3) oem/odm available; 4) rea

CostunolideCAS NO.: 553-21-9

Cas:553-21-9

Min.Order:1 Kilogram

FOB Price: $4.0

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,

Henan Kanbei Chemical Co.,LTD

High quality, competitive price, fast delivery and first-class service we possesses have won the trust and praise of customers. Standard: BP/USP/EP The purity is equal or greater than 99%. As a supplier, we can provide high-quality products. Cle

high purity Costunolide

Cas:553-21-9

Min.Order:1 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Huarong Pharm Co., Ltd.

Hangzhou Huarong Pharm Co., Ltd.established since 2006 , has been actively developing specialty products for Finished Dosages, APIs, Intermediates, and Fine chemicals markets in North America, Europe, Korea, Japan, Mid-East and all over the World. Hu

Costundide

Cas:553-21-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

Costunolide

Cas:553-21-9

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

inquiry

Hangzhou Zhongqi chem Co.,Ltd.

Located in Hangzhou National Hi-Tech Industrial Development Zone, zhongqichem is a technical company mainly focus on the Custom synthesis, manufacturing, sales of chemicals to various industries. Benefiting from the outstanding customer service and h

Costunolide

Cas:553-21-9

Min.Order:0

Negotiable

Type:Other

inquiry

Hunan chemfish Pharmaceutical co.,Ltd

Appearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea

Costunolide

Cas:553-21-9

Min.Order:0

Negotiable

Type:Manufacturers

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

E-0072 Costunolide

Cas:553-21-9

Min.Order:0 Metric Ton

Negotiable

Type:Manufacturers

inquiry

Suzhou Health Chemicals Co., Ltd.

High quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use

Costunolide

Cas:553-21-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Kono Chem Co.,Ltd

high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:drum and bag Application:for pharma use Transportation:by sea or air Port:Beijing or Guangzhou

Costunolide

Cas:553-21-9

Min.Order:0

Negotiable

Type:Other

inquiry

Wuxi TAA Chemical Industry Co.,LTD.

1.A strong technical force and advanced processing equipments. The quality of the products has been strictly inspected and all kinds of index have reached or exceeded domestic and international standards.2. Now we have established long-term stable re

Costunolide CAS 553-21-9

Cas:553-21-9

Min.Order:0

Negotiable

Type:Other

inquiry

GIHI CHEMICALS CO.,LIMITED

high purity,in stock Package:25kg/drum,or as per customers'demand Application:API,or Intermediates,fine chemicals Transportation:air,sea,courier

Costunolide

Cas:553-21-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

saussureamine A

saussureamine A

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
With hydrogenchloride at 20℃; for 12h; Elimination;100%
(R)-2-Amino-3-((6E,10E)-(3S,3aS,11aS)-6,10-dimethyl-2-oxo-2,3,3a,4,5,8,9,11a-octahydro-cyclodeca[b]furan-3-ylmethylsulfanyl)-propionic acid

(R)-2-Amino-3-((6E,10E)-(3S,3aS,11aS)-6,10-dimethyl-2-oxo-2,3,3a,4,5,8,9,11a-octahydro-cyclodeca[b]furan-3-ylmethylsulfanyl)-propionic acid

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
With hydrogenchloride at 20℃; for 12h; Elimination;100%
(S)-2-[((6E,10E)-(3R,3aS,11aS)-6,10-Dimethyl-2-oxo-2,3,3a,4,5,8,9,11a-octahydro-cyclodeca[b]furan-3-ylmethyl)-amino]-5-guanidino-pentanoic acid

(S)-2-[((6E,10E)-(3R,3aS,11aS)-6,10-Dimethyl-2-oxo-2,3,3a,4,5,8,9,11a-octahydro-cyclodeca[b]furan-3-ylmethyl)-amino]-5-guanidino-pentanoic acid

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
With hydrogenchloride at 20℃; for 12h; Elimination;100%
1S,10R-3,7-dimethyl-10-<2-(1-hydroxy-2-propenyl)>-2E,6E-cyclodecadien-1-ol
97317-60-7, 104486-16-0

1S,10R-3,7-dimethyl-10-<2-(1-hydroxy-2-propenyl)>-2E,6E-cyclodecadien-1-ol

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
With manganese(IV) oxide In dichloromethane at 20℃; for 48h; Inert atmosphere;82%
With manganese(IV) oxide In dichloromethane at 20℃; for 12h;78%
(2E,6E)-7-((4R,5S)-2,2-dimethyl-6-methylene-5-((phenylsulfonyl)methyl)-1,3-dioxepan-4-yl)-2,6-dimethylhepta-2,6-dien-1-ol

(2E,6E)-7-((4R,5S)-2,2-dimethyl-6-methylene-5-((phenylsulfonyl)methyl)-1,3-dioxepan-4-yl)-2,6-dimethylhepta-2,6-dien-1-ol

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
2: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
3: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
4: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
5: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere
2: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
3: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
4: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
5: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
(4R,5S)-4-((1E,5E)-7-bromo-2,6-dimethylhepta-1,5-dien-1-yl)-2,2-dimethyl-6-methylene-5-((phenylsulfonyl)methyl)-1,3-dioxepane

(4R,5S)-4-((1E,5E)-7-bromo-2,6-dimethylhepta-1,5-dien-1-yl)-2,2-dimethyl-6-methylene-5-((phenylsulfonyl)methyl)-1,3-dioxepane

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
2: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
3: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
4: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
(5aS,8E,12E,13aR)-2,2,8,12-tetramethyl-5-methylene-6-(phenylsulfonyl)-4,5,5a,6,7,10,11,13a-octahydrocyclodeca[d][1,3]dioxepine

(5aS,8E,12E,13aR)-2,2,8,12-tetramethyl-5-methylene-6-(phenylsulfonyl)-4,5,5a,6,7,10,11,13a-octahydrocyclodeca[d][1,3]dioxepine

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
2: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
3: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
(5aS,8E,12E,13aR)-2,2,8,12-tetramethyl-5-methylene-4,5,5a,6,7,10,11,13a-octahydrocyclodeca[d][1,3]dioxepine

(5aS,8E,12E,13aR)-2,2,8,12-tetramethyl-5-methylene-4,5,5a,6,7,10,11,13a-octahydrocyclodeca[d][1,3]dioxepine

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
2: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
(E)-4-((tert-butyldimethylsilyl)oxy)-3-methylbut-2-enoic acid

(E)-4-((tert-butyldimethylsilyl)oxy)-3-methylbut-2-enoic acid

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / toluene / 0 - 20 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: sodium hydride / toluene; mineral oil / 3 h / 0 - 20 °C / Inert atmosphere
2.2: 2 h / 0 - 20 °C / Inert atmosphere
3.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere
3.2: 0.08 h / -78 °C / Inert atmosphere
4.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere
4.2: Inert atmosphere
5.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
5.2: Inert atmosphere
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
6.2: 20 °C / Inert atmosphere
7.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
9.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
10.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
11.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
12.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
13.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 13 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / toluene / 0 - 20 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: sodium hydride / toluene; mineral oil / 3 h / 0 - 20 °C / Inert atmosphere
2.2: 2 h / 0 - 20 °C / Inert atmosphere
3.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere
3.2: 0.08 h / -78 °C / Inert atmosphere
4.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere
4.2: Inert atmosphere
5.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
5.2: Inert atmosphere
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
6.2: 20 °C / Inert atmosphere
7.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
9.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere
10.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
11.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
12.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
13.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
(E)-4-((tert-butyldimethylsilyl)oxy)-1-((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-methylbut-2-en-1-one

(E)-4-((tert-butyldimethylsilyl)oxy)-1-((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-methylbut-2-en-1-one

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere
1.2: 0.08 h / -78 °C / Inert atmosphere
2.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere
2.2: Inert atmosphere
3.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
4.2: 20 °C / Inert atmosphere
5.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
7.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
8.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
9.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
10.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
11.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 11 steps
1.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere
1.2: 0.08 h / -78 °C / Inert atmosphere
2.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere
2.2: Inert atmosphere
3.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
4.2: 20 °C / Inert atmosphere
5.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
7.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere
8.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
9.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
10.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
11.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
C11H21ClO2Si

C11H21ClO2Si

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1.1: sodium hydride / toluene; mineral oil / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 2 h / 0 - 20 °C / Inert atmosphere
2.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere
2.2: 0.08 h / -78 °C / Inert atmosphere
3.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
4.2: Inert atmosphere
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
5.2: 20 °C / Inert atmosphere
6.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
8.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
9.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
10.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
11.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
12.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 12 steps
1.1: sodium hydride / toluene; mineral oil / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 2 h / 0 - 20 °C / Inert atmosphere
2.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere
2.2: 0.08 h / -78 °C / Inert atmosphere
3.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
4.2: Inert atmosphere
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
5.2: 20 °C / Inert atmosphere
6.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
8.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere
9.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
10.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
11.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
12.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
(2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dienal

(2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dienal

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere
1.2: 0.08 h / -78 °C / Inert atmosphere
2.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere
2.2: Inert atmosphere
3.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
4.2: 20 °C / Inert atmosphere
5.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
7.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
8.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
9.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
10.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
11.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 11 steps
1.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere
1.2: 0.08 h / -78 °C / Inert atmosphere
2.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere
2.2: Inert atmosphere
3.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
4.2: 20 °C / Inert atmosphere
5.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
7.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere
8.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
9.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
10.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
11.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
(2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-ol
127969-90-8

(2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-ol

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1.1: manganese(IV) oxide / dichloromethane / 6 h / Reflux; Inert atmosphere
1.2: Inert atmosphere
2.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere
2.2: 0.08 h / -78 °C / Inert atmosphere
3.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
4.2: Inert atmosphere
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
5.2: 20 °C / Inert atmosphere
6.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
8.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
9.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
10.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
11.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
12.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 12 steps
1.1: manganese(IV) oxide / dichloromethane / 6 h / Reflux; Inert atmosphere
1.2: Inert atmosphere
2.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere
2.2: 0.08 h / -78 °C / Inert atmosphere
3.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
4.2: Inert atmosphere
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
5.2: 20 °C / Inert atmosphere
6.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
8.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere
9.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
10.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
11.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
12.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
C41H57NO6SSi

C41H57NO6SSi

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
2.2: 20 °C / Inert atmosphere
3.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
5.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
6.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
7.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
8.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
9.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 9 steps
1.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
2.2: 20 °C / Inert atmosphere
3.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
5.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere
6.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
7.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
8.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
9.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
C47H71NO6SSi2

C47H71NO6SSi2

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
2.2: Inert atmosphere
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
3.2: 20 °C / Inert atmosphere
4.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
6.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
7.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
8.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
9.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
10.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 10 steps
1.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
2.2: Inert atmosphere
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
3.2: 20 °C / Inert atmosphere
4.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
6.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere
7.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
8.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
9.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
10.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
((4R,5S)-4-((1E,5E)-7-((tert-butyldiphenylsilyl)oxy)-2,6-dimethylhepta-1,5-dien-1-yl)-2,2-dimethyl-6-methylene-1,3-dioxepan-5-yl)((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)methanone

((4R,5S)-4-((1E,5E)-7-((tert-butyldiphenylsilyl)oxy)-2,6-dimethylhepta-1,5-dien-1-yl)-2,2-dimethyl-6-methylene-1,3-dioxepan-5-yl)((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)methanone

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
4.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
5.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
6.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
7.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
8.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 8 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
4.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere
5.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
6.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
7.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
8.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
C24H33IO4S

C24H33IO4S

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
2: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
3: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
4: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
tert-butyl(((2E,6E)-7-((4R,5S)-2,2-dimethyl-6-methylene-5-((phenylthio)methyl)-1,3-dioxepan-4-yl)-2,6-dimethylhepta-2,6-dien-1-yl)oxy)diphenylsilane

tert-butyl(((2E,6E)-7-((4R,5S)-2,2-dimethyl-6-methylene-5-((phenylthio)methyl)-1,3-dioxepan-4-yl)-2,6-dimethylhepta-2,6-dien-1-yl)oxy)diphenylsilane

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
3: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
4: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
5: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
6: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
7: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 7 steps
1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
3: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere
4: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
5: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
6: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
7: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
tert-butyl(((2E,6E)-7-((4R,5S)-2,2-dimethyl-6-methylene-5-((phenylsulfonyl)methyl)-1,3-dioxepan-4-yl)-2,6-dimethylhepta-2,6-dien-1-yl)oxy)diphenylsilane

tert-butyl(((2E,6E)-7-((4R,5S)-2,2-dimethyl-6-methylene-5-((phenylsulfonyl)methyl)-1,3-dioxepan-4-yl)-2,6-dimethylhepta-2,6-dien-1-yl)oxy)diphenylsilane

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
2: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
3: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
4: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
5: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
6: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 6 steps
1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
2: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere
3: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
4: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere
5: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere
6: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere
View Scheme
(((1R,2E,6E,10S)-3,7-dimethyl-10-(prop-1-en-2-yl)cyclodeca-2,6-dien-1-yl)oxy)triisopropylsilane

(((1R,2E,6E,10S)-3,7-dimethyl-10-(prop-1-en-2-yl)cyclodeca-2,6-dien-1-yl)oxy)triisopropylsilane

costunolide
553-21-9

costunolide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tert.-butyl lithium; N,N,N,N,-tetramethylethylenediamine / hexane; pentane / 36 h / 20 °C / Inert atmosphere
1.2: 3 h / -78 - -30 °C
2.1: manganese(IV) oxide / dichloromethane / 12 h / 20 °C
View Scheme

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