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Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

High quality Ethylene Brassylate supplier in China

Cas:105-95-3

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

inquiry

Jinan Finer Chemical Co., Ltd

Product description: Product name Ethylene brassylate CAS number 105-95-3 Assay ≥99% Appearance Colorless transparent liquid Capacity 1000mt/year Application Perfume, essenc

Ethylene brassylate

Cas:105-95-3

Min.Order:1 Kilogram

FOB Price: $12.0

Type:Lab/Research institutions

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Wuhan Fortuna Chemical Co.,Ltd

Hot selling Ethylene brassylate CAS 105-95-3 with competitive price Company profile Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical & its intermediates, Food/Feed a

Hot selling Ethylene brassylate CAS 105-95-3 with competitive price

Cas:105-95-3

Min.Order:10 Kilogram

FOB Price: $10.0

Type:Trading Company

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Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

High Quality Ethylene Brassylate

Cas:105-95-3

Min.Order:1

Negotiable

Type:Other

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Xi'an Xszo Chem Co., Ltd.

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

Factory price Cosmetic ETHYLENE BRASSYLATE 105-95-3 Manufacturer

Cas:105-95-3

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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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 Ethylene brassylate

Cas:105-95-3

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

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Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem’s R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis

Ethylene brassylate

Cas:105-95-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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

Ethylene tridecanedioate

Cas:105-95-3

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Henan Tianfu Chemical Co., Ltd.

Unique advantages for Ethylene Brassylate CAS:105-95-3 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment one of the biggest factory in the world Tianfu Chemical exported this product to ma

Biggest factory supply Ethylene Brassylate CAS:105-95-3

Cas:105-95-3

Min.Order:1 Kilogram

FOB Price: $1.0 / 100.0

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva

Ethylene brassylate CAS 105-95-3

Cas:105-95-3

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

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

Wholesale price CAS 105-95-3 with best price

Cas:105-95-3

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Hebei yanxi chemical co.,LTD.

hebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developmen

1,4-Dioxacycloheptadecane-5,17-dione CAS NO.105-95-3

Cas:105-95-3

Min.Order:1 Kilogram

FOB Price: $2.0 / 6.0

Type:Trading Company

inquiry

Henan Sinotech Import&Export Corporation

Ethylene brassylate Basic information Product Name: Ethylene brassylate CAS: 105-95-3 MF: C15H26O4 MW: 270.36 EINECS: 203-347-8 Mol File: 105-95-3.mol Appearance:

Ethylene brassylate

Cas:105-95-3

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Other

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Hangzhou Sartort Biopharma Co., Ltd

Appearance:Colorless to Light yellow????????clear liquid Storage:room temperature Package:200kg/Drum Application:Chemicals Transportation:Express/Sea/Air Port:Any port in China

Ethylene Brassylate with high quality

Cas:105-95-3

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Lab/Research institutions

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

Ethylene brassylate 105-95-3

Cas:105-95-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

Ethylene brassylate CAS:105-95-3 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 interme

Ethylene brassylate CAS:105-95-3

Cas:105-95-3

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

Ethylene brassylate

Cas:105-95-3

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

Ethylene brassylate

Cas:105-95-3

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou ZeErRui Chemical Co., Ltd.

Product Name Ethylene brassylate CAS No 105-95-3 Structural formula Molecular formula

T Musk-T manufature

Cas:105-95-3

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

Ethylene brassylate

Cas:105-95-3

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

Ethylene brassylate

Cas:105-95-3

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Lingrui Chemical Co.,Ltd.

our strengths: 1: Fast and guaranteed shipment (TNT;EMS;FEDEX;DHL;UPS;EUB, special line) 2: Various payment items accepted (Btc; MoneyGram; WU) 3: Valued package (Paraffin coating; Double aluminum foil bag; Vacuum packaging) 4: Efficient delivery

high purity 105-95-3 Ethylene brassylate

Cas:105-95-3

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

High quality Ethylene Brassylate

Cas:105-95-3

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

superior quality Appearance:colourless liquid 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:Consumption of spices. Used in the vanilla, cinnamon

Ethylene brassylate

Cas:105-95-3

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Siwei Development Group Ltd.

Product name: Ethylene Brassylate CAS No.:105-95-3 Molecule Formula:C15H26O4 Molecule Weight:270.36 Purity: 99% Package: 200kg/drum Description:Colorless or light yellow liquid Manufacture Standards:Enterprise Standard TESTING IT

High Quality Ethylene Brassylate in stock

Cas:105-95-3

Min.Order:1 Kilogram

Negotiable

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,

Ethylenebrassylate

Cas:105-95-3

Min.Order:1 Milligram

Negotiable

Type:Trading Company

inquiry

Hangzhou Huarong Pharm Co., Ltd.

We Huarong Pharm can provide Customized Synthesis & Process R&D & APIs and intermediates Production & Quality Research & Registration Application, especially our GMP validation service which complies with SFDA, FDA, WHO and EU EMPA. O

Ethylene brassylate

Cas:105-95-3

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hunan chemfish Pharmaceutical co.,Ltd

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

Ethylene brassylate

Cas:105-95-3

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

SAGECHEM LIMITED

SAGECHEM is a chemical R&D, manufacturing and distribution company in China since 2009, including pharmaceutical intermediates, agrochemical, dyestuff intermediates, organosilicone, API and etc. We also offer a full range of services in

Ethylene Brassylate

Cas:105-95-3

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

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

Ethylene brassylate

Cas:105-95-3

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

brassylic acid
505-52-2

brassylic acid

1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

Conditions
ConditionsYield
With ethylene glycol at 200℃; under 2 Torr; Erhitzen des Reaktionsprodukts mit wenig Zinn(II)-chlorid-dihydrat unter 1 Torr auf 270grad;
brassylic acid
505-52-2

brassylic acid

ethylene glycol
107-21-1

ethylene glycol

1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 10h;189 mg
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

1,13-tridecanediol
13362-52-2

1,13-tridecanediol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 3.5h; Ambient temperature;98%
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at 0 - 20℃; Reflux;76%
With lithium aluminium tetrahydride In diethyl ether Reflux;
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

poly[-CO(CH2)11CO(CH2)2O-]

poly[-CO(CH2)11CO(CH2)2O-]

Conditions
ConditionsYield
Candida antarctica lipase at 75℃; for 24h; Polymerization; ring cleavage;
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

13-bromo-1-tridecylalcohol
116754-58-6

13-bromo-1-tridecylalcohol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 0 - 20 °C / Reflux
2: hydrogen bromide / water; toluene / 22 h / Dean-Stark; Reflux
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(Z)-14-tricosen-1-ol
50995-26-1

(Z)-14-tricosen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

heptadec-16-yn-1-ol
62873-30-7

heptadec-16-yn-1-ol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

2-((13-bromotridecyl)oxy)tetrahydro-2H-pyran
116452-12-1

2-((13-bromotridecyl)oxy)tetrahydro-2H-pyran

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: lithium aluminium tetrahydride / diethyl ether / Reflux
2: hydrogen bromide / toluene / Reflux; Dean-Stark
3: pyridinium p-toluenesulfonate / dichloromethane / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 0 - 20 °C / Reflux
2: hydrogen bromide / water; toluene / 22 h / Dean-Stark; Reflux
3: pyridinium p-toluenesulfonate / dichloromethane / 18 h / 20 °C
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

14-heptadecyn-1-ol
159627-68-6

14-heptadecyn-1-ol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

14-tricosyn-1-ol
159627-64-2

14-tricosyn-1-ol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(Z)-14-tricosenyl bromide
159627-66-4

(Z)-14-tricosenyl bromide

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
9: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

1-tetrahydropyranyloxy-14-pentadecyne
159627-62-0

1-tetrahydropyranyloxy-14-pentadecyne

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

16-tetracosyn-1-ol
159627-71-1

16-tetracosyn-1-ol

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(Z)-16-tetracosen-1-ol
159627-72-2

(Z)-16-tetracosen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(Z)-16-tetracosenyl bromide
159627-74-4

(Z)-16-tetracosenyl bromide

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
13: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

2-(heptadec-16-yn-1-yloxy)tetrahydro-2H-pyran
159627-69-7

2-(heptadec-16-yn-1-yloxy)tetrahydro-2H-pyran

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

1-tetrahydropyranyloxy-14-heptadecyne
159627-67-5

1-tetrahydropyranyloxy-14-heptadecyne

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(2S,3R,18Z)-2,3-epoxy-18-heptacosen-1-ol
159627-82-4

(2S,3R,18Z)-2,3-epoxy-18-heptacosen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
9: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
10: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
11: 95 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 0 °C
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(2S,3R,20Z)-2,3-epoxy-20-octacosen-1-ol
159627-77-7

(2S,3R,20Z)-2,3-epoxy-20-octacosen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 15 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
13: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
14: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
15: 94 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 0 °C
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

1-tetrahydropyranyloxy-14-tricosyne
159627-63-1

1-tetrahydropyranyloxy-14-tricosyne

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

1-tetrahydropyranyloxy-16-tetracosyne
159627-70-0

1-tetrahydropyranyloxy-16-tetracosyne

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(Z)-14-tricosenyl tosylate
159627-65-3

(Z)-14-tricosenyl tosylate

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(Z)-16-tetracosenyl tosylate
159627-73-3

(Z)-16-tetracosenyl tosylate

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(2S,3R,18Z)-2,3-epoxy-18-heptacosenyl tosylate

(2S,3R,18Z)-2,3-epoxy-18-heptacosenyl tosylate

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
9: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
10: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
11: 95 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 0 °C
12: 99 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 1.5 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(2S,3R,20Z)-2,3-epoxy-20-octacosenyl tosylate

(2S,3R,20Z)-2,3-epoxy-20-octacosenyl tosylate

Conditions
ConditionsYield
Multi-step reaction with 16 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
13: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
14: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
15: 94 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 0 °C
16: 99 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 1.5 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(2S,3R,18Z)-1-tert-butyldiphenylsilyloxy-2,3-epoxy-18-heptacosene
159627-81-3

(2S,3R,18Z)-1-tert-butyldiphenylsilyloxy-2,3-epoxy-18-heptacosene

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
9: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
10: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(2S,3R,20Z)-1-tert-butyldiphenylsilyloxy-2,3-epoxy-20-octacosene
159627-76-6

(2S,3R,20Z)-1-tert-butyldiphenylsilyloxy-2,3-epoxy-20-octacosene

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
13: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
14: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(E)-14-tricosen-1-ol

(E)-14-tricosen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(9Z,25R,26S,43Z)-25,26-epoxy-9,43-henpentacontadiene

(9Z,25R,26S,43Z)-25,26-epoxy-9,43-henpentacontadiene

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
13: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
14: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2.5 h, 2.) ether, HMPA, r.t., 6 h
View Scheme
Multi-step reaction with 13 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
9: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
10: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
11: 95 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 0 °C
12: 99 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 1.5 h / Ambient temperature
13: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2.5 h, 2.) ether, HMPA, r.t., 6 h
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(9Z,25S,26R,43Z)-25,26-epoxy-9,43-henpentacontadiene

(9Z,25S,26R,43Z)-25,26-epoxy-9,43-henpentacontadiene

Conditions
ConditionsYield
Multi-step reaction with 17 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
13: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
14: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
15: 94 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 0 °C
16: 99 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 1.5 h / Ambient temperature
17: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2.5 h, 2.) ether, HMPA, r.t., 6 h
View Scheme
Multi-step reaction with 10 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
9: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
10: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2.5 h, 2.) ether, HMPA, r.t., 6 h
View Scheme

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