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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

Factory Supply Lasalocid

Cas:25999-31-9

Min.Order:1

Negotiable

Type:Other

inquiry

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 according to the contract research and development services for the fine chemicals, ph

Lasalocid

Cas:25999-31-9

Min.Order:0

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

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

Lasalocid

Cas:25999-31-9

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

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

Afine Chemicals Limited

Our Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

Lasalocid

Cas:25999-31-9

Min.Order:4 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,

Lasalocid

Cas:25999-31-9

Min.Order:1 Milligram

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

Lasalocid

Cas:25999-31-9

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

inquiry

KAISA GROUP INC

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

25999-31-9 CAS NO.25999-31-9

Cas:25999-31-9

Min.Order:1 Metric Ton

FOB Price: $7.0 / 8.0

Type:Trading Company

inquiry

Hunan chemfish Pharmaceutical co.,Ltd

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

Lasalocid

Cas:25999-31-9

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals

Lasalocid

Cas:25999-31-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

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.

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

Hunan Russell Chemicals Technology Co.,Ltd

high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:any port in China

Lasalocid 25999-31-9

Cas:25999-31-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Guangdong Juda Chemical Industrial Co.,Limited

Appearance:solid or liquid Storage:sealed in cool and dry place Package:As customer's requested Application:Pharma Intermediate Transportation:by courier/air/sea Port:Any port in China

Lasalocid CAS No.25999-31-9

Cas:25999-31-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Changchun Artel lmport and Export trade company

Supply top quality products with a reasonable price Application:api

25999-31-9

Cas:25999-31-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Henan Kanbei Chemical Co.,LTD

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

Lasalocid

Cas:25999-31-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Asure Biochem CO.,LTD.

*stable and better quality products*efficient and meticulous servicesAppearance:Powder Storage:Store in dry, cool and ventilated place Package:1kg/tin 5kg/tin 25kg/carton Application:Pharmaceutical raw materials, making injection powder oral agent Tr

Lasalocid

Cas:25999-31-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

BOC Sciences

BOC Sciences provides a wide range of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecule and chiral compounds.Appearanc

Lasalocid

Cas:25999-31-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Shanghai Chinqesen Biotechnology Co., Ltd.

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

25999-31-9

Cas:25999-31-9

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

Lasalocid

Cas:25999-31-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Amadis Chemical Co., Ltd.

1.Professional synthesis laboratory and production base. 2.Strong synthesis team and service team. 3.Professional data management system. 4.We provide the professional test date and product information ,ex. HNMR ,CNMR,FNMR, HPLC/G

Lasalocid

Cas:25999-31-9

Min.Order:10 Milligram

Negotiable

Type:Lab/Research institutions

inquiry

Zhengzhou Kingorgchem Chemical Technology Co., Ltd.

1. Subsidiary of Institute of Chemistry, Henan Academy of Sciences, national research platform;2. About 30 years’ experience in this field since 1983;3. An experienced R&D team consisting of Doctors and Masters;4. Various types of analytical instrume

National Research Platform ISO 9001 25999-31-9

Cas:25999-31-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

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

25999-31-9 CAS NO.25999-31-9

Cas:25999-31-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Shanghai united Scientific Co.,Ltd.

United Scientific Company Located in Shanghai of China , is a competitive player in the global specialty and fine chemical market. Fenghua has both the expertise and flexibility to produce a wide range of chemicals. Focusing on developing the innovat

Pure Chemistry Scientific Inc.

Lasalocid Application:829907

Lasalocid

Cas:25999-31-9

Min.Order:1 Gram

FOB Price: $500.0

Type:Trading Company

inquiry

Zhejiang Huida Biotech Co., Ltd

High quality Short lead time Cost competitiveness Appearance:Solid powder Storage:Store in a tight container at -20℃. Package:As per request Application:Anti-parasitic Ionophore antibiotic isolated from certain Streptomyces sp Transportation:by ai

Lasalocid

Cas:25999-31-9

Min.Order:0 Metric Ton

Negotiable

Type:Trading Company

inquiry

Nanjing Raymon Biotech Co., Ltd.

Lasalocid 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 DHL or Fedx. Port:Shanghai/Shenzhen

Lasalocid

Cas:25999-31-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Topbatt Chemical Co., Ltd.

Topbatt Chemical Co., Ltd., Established in 2019, located in Shenzhen, Guangdong Province, is a Manufacturer and Trading company which specialized in fine chemicals like Pharmaceutical Reference Standards and Stable Isotopes. Our Stable Isotopes produ

Lasalocid

Cas:25999-31-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

lasalocid benzyl ester
41733-86-2

lasalocid benzyl ester

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In ethanol Ambient temperature; Yield given;
With hydrogen; palladium on activated charcoal In ethanol for 3h; Ambient temperature;
3-methyl-6-(3(R)-formylbutyl)salicylic acid benzyl ester
67045-68-5

3-methyl-6-(3(R)-formylbutyl)salicylic acid benzyl ester

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
2: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
lasalocid sodium
25999-20-6

lasalocid sodium

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dioxane
2: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
With sulfuric acid; water In dichloromethane pH=1.5;
With sulfuric acid In dichloromethane; water pH=1.5;
With sulfuric acid In dichloromethane; water0.75 g
(2S)-2-<(2S,3S,5S)-5-ethyl-5-<(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyltetrahydropyran-2-yl>-3-methyltetrahydrofur-2-yl>butan-1-ol
73657-53-1

(2S)-2-<(2S,3S,5S)-5-ethyl-5-<(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyltetrahydropyran-2-yl>-3-methyltetrahydrofur-2-yl>butan-1-ol

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
2: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
3: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
4: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
5: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: 84 percent / PCC, 3A-MS / CH2Cl2 / Ambient temperature
2: tetrahydrofuran / 0 °C
3: PCC, 3A-MS / CH2Cl2 / Ambient temperature
5: H2 / Pd(OH)2 / ethanol / Ambient temperature
View Scheme
(3RS,4S)-4-<(2S,3S,5S)-5-ethyl-5-<(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyltetrahydropyran-2-yl>-3-methyltetrahydrofur-2-yl>hexan-3-ol
84911-92-2, 84985-23-9, 87678-43-1, 87678-51-1

(3RS,4S)-4-<(2S,3S,5S)-5-ethyl-5-<(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyltetrahydropyran-2-yl>-3-methyltetrahydrofur-2-yl>hexan-3-ol

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
2: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
3: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: PCC, 3A-MS / CH2Cl2 / Ambient temperature
3: H2 / Pd(OH)2 / ethanol / Ambient temperature
View Scheme
(2R)-2-<(2S,3S,5S)-5-ethyl-5-<(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyltetrahydropyran-2-yl>-3-methyltetrahydrofur-2-yl>butanal
84911-91-1

(2R)-2-<(2S,3S,5S)-5-ethyl-5-<(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyltetrahydropyran-2-yl>-3-methyltetrahydrofur-2-yl>butanal

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
2: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
3: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
4: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1: tetrahydrofuran / 0 °C
2: PCC, 3A-MS / CH2Cl2 / Ambient temperature
4: H2 / Pd(OH)2 / ethanol / Ambient temperature
View Scheme
4(R)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>hexan-3-one
31478-26-9, 87678-18-0

4(R)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>hexan-3-one

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
2: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
2: H2 / Pd(OH)2 / ethanol / Ambient temperature
View Scheme
3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)salicylic acid methyl ester
75371-81-2, 84911-50-2, 84911-98-8

3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)salicylic acid methyl ester

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: KH / tetrahydrofuran / 1.) 0 deg C, 20 min, 2.) 0 deg C, 1 h, 3.) room temperature, 0.5 h
2: 1.) BuLi, n-propanethiol / 1.) pentane, hexane, 0 deg C, 15 min, 2.) HMPA, 0 deg C, 10 min, room temperature, 45 min, 3.) room temperature, 2 h
3: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h
4: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature
5: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
6: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
73657-51-9

benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature
2: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h
3: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature
4: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h
5: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating
6: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
7: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
8: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
9: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
10: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(3(R)-1,5-dioxo-4(S)-methylspiro<2.5>-6(R)-octyl)-2(S)-tetrahydrofuryl>butyl ether
73657-52-0

benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(3(R)-1,5-dioxo-4(S)-methylspiro<2.5>-6(R)-octyl)-2(S)-tetrahydrofuryl>butyl ether

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h
2: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating
3: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
4: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
5: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
6: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
7: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
2-(dibenzylamino)-3-methyl-6-(3(R)-methyl-4-pentenyl)benzoic acid methyl ester
75371-80-1

2-(dibenzylamino)-3-methyl-6-(3(R)-methyl-4-pentenyl)benzoic acid methyl ester

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 91 percent / 4-methylmorpholine 4-oxide, OsO4 / H2O; 2-methyl-propan-2-ol / 24 h / Ambient temperature
2: 93 percent / H2 / Pd/C / ethanol / 10 h / 2585.7 Torr
3: 85 percent / HBF4, isoamyl nitrite / ethanol / 0.5 h / 0 °C
4: 98 percent / p-toluenesulfonic acid / acetone / 0.25 h / Ambient temperature
5: KH / tetrahydrofuran / 1.) 0 deg C, 20 min, 2.) 0 deg C, 1 h, 3.) room temperature, 0.5 h
6: 1.) BuLi, n-propanethiol / 1.) pentane, hexane, 0 deg C, 15 min, 2.) HMPA, 0 deg C, 10 min, room temperature, 45 min, 3.) room temperature, 2 h
7: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h
8: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature
9: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
10: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
benzyl 2(S)-<5(S)-carbomethoxy-3(S)-methyl-5-(5,6-dihydro)-5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-pyranyl-2(S)-tetrahydrofuryl>butyl ether
84985-06-8

benzyl 2(S)-<5(S)-carbomethoxy-3(S)-methyl-5-(5,6-dihydro)-5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-pyranyl-2(S)-tetrahydrofuryl>butyl ether

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 15 steps
1: 85 percent / H2 / Ni(Ra) / ethyl acetate / 3 h / Ambient temperature
2: 95 percent / DIBAL / diethyl ether; hexane / 1 h / -78 °C
3: 88 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h
4: 90 percent / H2 / Ni(Ra) / ethyl acetate / 3 h / Ambient temperature
5: 100 percent / 10percent HCl / tetrahydrofuran; H2O / 16 h / 50 °C
6: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature
7: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h
8: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature
9: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h
10: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating
11: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
12: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
13: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
14: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
15: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
3-methyl-6-(3(R)-methyl-4,5-dihydroxypentyl)salicylic acid methyl ester
75371-88-9, 84911-49-9, 84911-97-7

3-methyl-6-(3(R)-methyl-4,5-dihydroxypentyl)salicylic acid methyl ester

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 98 percent / p-toluenesulfonic acid / acetone / 0.25 h / Ambient temperature
2: KH / tetrahydrofuran / 1.) 0 deg C, 20 min, 2.) 0 deg C, 1 h, 3.) room temperature, 0.5 h
3: 1.) BuLi, n-propanethiol / 1.) pentane, hexane, 0 deg C, 15 min, 2.) HMPA, 0 deg C, 10 min, room temperature, 45 min, 3.) room temperature, 2 h
4: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h
5: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature
6: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
7: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-(trimethylsiloxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butan-1-ol
84911-36-4

2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-(trimethylsiloxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butan-1-ol

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 92 percent / n-Bu4NF / tetrahydrofuran / 4 h
2: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
3: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
4: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
5: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
6: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
2-amino-3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)benzoic acid methyl ester
75371-87-8, 84911-48-8, 84911-96-6

2-amino-3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)benzoic acid methyl ester

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 85 percent / HBF4, isoamyl nitrite / ethanol / 0.5 h / 0 °C
2: 98 percent / p-toluenesulfonic acid / acetone / 0.25 h / Ambient temperature
3: KH / tetrahydrofuran / 1.) 0 deg C, 20 min, 2.) 0 deg C, 1 h, 3.) room temperature, 0.5 h
4: 1.) BuLi, n-propanethiol / 1.) pentane, hexane, 0 deg C, 15 min, 2.) HMPA, 0 deg C, 10 min, room temperature, 45 min, 3.) room temperature, 2 h
5: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h
6: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature
7: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
8: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
(2S,6R)-6-[(2S,4S,5S)-5-((S)-1-Benzyloxymethyl-propyl)-2-ethyl-4-methyl-tetrahydro-furan-2-yl]-3-eth-(Z)-ylidene-2-methyl-tetrahydro-pyran
84911-38-6

(2S,6R)-6-[(2S,4S,5S)-5-((S)-1-Benzyloxymethyl-propyl)-2-ethyl-4-methyl-tetrahydro-furan-2-yl]-3-eth-(Z)-ylidene-2-methyl-tetrahydro-pyran

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 1.) O3, 2.) NaBH4 / 1.) CH3OH, CH2Cl2, -78 deg C, 2.) room temperature, 10 h
2: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature
3: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h
4: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature
5: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h
6: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating
7: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
8: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
9: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
10: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
11: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
(R)-2-[(2S,3S,5S)-5-Ethyl-5-((2R,5R,6S)-5-ethyl-6-methyl-5-trimethylsilanyloxy-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-butyric acid

(R)-2-[(2S,3S,5S)-5-Ethyl-5-((2R,5R,6S)-5-ethyl-6-methyl-5-trimethylsilanyloxy-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-butyric acid

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: diethyl ether
2: 99 percent / LiAlH4 / diethyl ether / 1 h
3: 92 percent / n-Bu4NF / tetrahydrofuran / 4 h
4: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
5: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
6: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
7: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
8: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
methyl 2(R)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-(trimethylsiloxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butanoate
84911-35-3

methyl 2(R)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-(trimethylsiloxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butanoate

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 99 percent / LiAlH4 / diethyl ether / 1 h
2: 92 percent / n-Bu4NF / tetrahydrofuran / 4 h
3: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
4: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
5: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
6: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
7: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
2-(β-methoxyethoxymethyl)-3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)salicylic acid methyl ester
75371-89-0, 84911-51-3, 84911-99-9

2-(β-methoxyethoxymethyl)-3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)salicylic acid methyl ester

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1.) BuLi, n-propanethiol / 1.) pentane, hexane, 0 deg C, 15 min, 2.) HMPA, 0 deg C, 10 min, room temperature, 45 min, 3.) room temperature, 2 h
2: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h
3: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature
4: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
5: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
2-(β-methoxyethoxymethyl)-3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)salicylic acid benzyl ester
84911-52-4, 84912-00-5

2-(β-methoxyethoxymethyl)-3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)salicylic acid benzyl ester

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h
2: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature
3: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
4: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
2-(dibenzylamino)-3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)benzoic acid methyl ester
75371-86-7, 84911-47-7, 84911-95-5

2-(dibenzylamino)-3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)benzoic acid methyl ester

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 93 percent / H2 / Pd/C / ethanol / 10 h / 2585.7 Torr
2: 85 percent / HBF4, isoamyl nitrite / ethanol / 0.5 h / 0 °C
3: 98 percent / p-toluenesulfonic acid / acetone / 0.25 h / Ambient temperature
4: KH / tetrahydrofuran / 1.) 0 deg C, 20 min, 2.) 0 deg C, 1 h, 3.) room temperature, 0.5 h
5: 1.) BuLi, n-propanethiol / 1.) pentane, hexane, 0 deg C, 15 min, 2.) HMPA, 0 deg C, 10 min, room temperature, 45 min, 3.) room temperature, 2 h
6: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h
7: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature
8: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
9: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(6(S)-methyl-5-methylene-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
84911-90-0

benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(6(S)-methyl-5-methylene-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature
2: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h
3: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating
4: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
5: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
6: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
7: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
8: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
84911-37-5

benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating
2: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
3: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
4: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
5: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
6: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
Multi-step reaction with 12 steps
1: KH, CS2, CH3I / tetrahydrofuran / 1.) 5 h, 2.) 30 min
2: 1.) O3, 2.) NaBH4 / 1.) CH3OH, CH2Cl2, -78 deg C, 2.) room temperature, 10 h
3: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature
4: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h
5: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature
6: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h
7: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating
8: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
9: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
10: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
11: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
12: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(6(S)-methyl-5-oxo-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
84911-89-7, 87678-36-2

benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(6(S)-methyl-5-oxo-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h
2: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature
3: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h
4: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating
5: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
6: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
7: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
8: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
9: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
3-methyl-6-(3(R)-methyl-4,5-dihydroxypentyl)salicylic acid benzyl ester
75371-90-3, 84911-53-5, 84912-01-6, 87598-86-5, 87599-04-0

3-methyl-6-(3(R)-methyl-4,5-dihydroxypentyl)salicylic acid benzyl ester

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature
2: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
3: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
84985-18-2

benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 100 percent / 10percent HCl / tetrahydrofuran; H2O / 16 h / 50 °C
2: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature
3: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h
4: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature
5: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h
6: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating
7: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
8: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
9: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
10: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
11: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
benzyl 2(S)-<5(R)-vinyl-3(S)-methyl-5-(5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
84911-87-5, 84985-13-7, 84985-14-8, 84985-15-9, 87678-33-9

benzyl 2(S)-<5(R)-vinyl-3(S)-methyl-5-(5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 90 percent / H2 / Ni(Ra) / ethyl acetate / 3 h / Ambient temperature
2: 100 percent / 10percent HCl / tetrahydrofuran; H2O / 16 h / 50 °C
3: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature
4: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h
5: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature
6: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h
7: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating
8: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
9: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
10: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
11: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
12: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
benzyl 2(S)-<5(S)-formyl-3(S)-methyl-5-(5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
84985-12-6

benzyl 2(S)-<5(S)-formyl-3(S)-methyl-5-(5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1: 88 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h
2: 90 percent / H2 / Ni(Ra) / ethyl acetate / 3 h / Ambient temperature
3: 100 percent / 10percent HCl / tetrahydrofuran; H2O / 16 h / 50 °C
4: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature
5: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h
6: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature
7: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h
8: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating
9: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
10: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
11: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
12: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
13: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
benzyl 2(S)-<5(S)-carbomethoxy-3(S)-methyl-5-(5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
84985-09-1

benzyl 2(S)-<5(S)-carbomethoxy-3(S)-methyl-5-(5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1: 95 percent / DIBAL / diethyl ether; hexane / 1 h / -78 °C
2: 88 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h
3: 90 percent / H2 / Ni(Ra) / ethyl acetate / 3 h / Ambient temperature
4: 100 percent / 10percent HCl / tetrahydrofuran; H2O / 16 h / 50 °C
5: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature
6: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h
7: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature
8: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h
9: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating
10: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
11: 89 percent / tetrahydrofuran / 0.5 h / 0 °C
12: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h
13: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C
14: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature
View Scheme
3-(methylthio)-1-propanol
505-10-2

3-(methylthio)-1-propanol

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

6-{7-[5-ethyl-5-(5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoic acid 3-methylsulfanyl-propyl ester

6-{7-[5-ethyl-5-(5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoic acid 3-methylsulfanyl-propyl ester

Conditions
ConditionsYield
With ethanol; dicyclohexyl-carbodiimide In diethyl ether for 5h; Heating;84%
2-(hydroxymethyl)-12-crown-4
75507-26-5

2-(hydroxymethyl)-12-crown-4

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

lasalocid ester with 2-(hydroxymethyl)-12-crown-4

lasalocid ester with 2-(hydroxymethyl)-12-crown-4

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In diethyl ether for 5h; Heating;82%
4-nitrobenzyl chloride
100-14-1

4-nitrobenzyl chloride

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

p-nitrobenzyl ester of lasalocid acid
1026999-92-7

p-nitrobenzyl ester of lasalocid acid

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h;75%
morpholine
110-91-8

morpholine

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

C38H63NO7
1423441-54-6

C38H63NO7

Conditions
ConditionsYield
With formaldehyd In toluene for 5h; Mannich Aminomethylation; Reflux;75%
lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

diethylene glycol
111-46-6

diethylene glycol

lasalocid 5-hydroxy-3-oxapentyl ester

lasalocid 5-hydroxy-3-oxapentyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In diethyl ether for 0.5h; Heating;74%
lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

8-hydroxy-3,6-dioxaoctyl lasaloic ester

8-hydroxy-3,6-dioxaoctyl lasaloic ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In diethyl ether for 0.5h; Heating;71%
1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

C40H65BrO8

C40H65BrO8

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h;66%
C40H65BrO8

C40H65BrO8

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

C74H118O16

C74H118O16

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h;60%
2-nitrobenzyl chloride
612-23-7

2-nitrobenzyl chloride

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

o-nitrobenzyl ester of lasalocid acid
1026999-90-5

o-nitrobenzyl ester of lasalocid acid

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h;57%
2-bromomethylnaphthyl bromide
939-26-4

2-bromomethylnaphthyl bromide

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

lasalocid 2-naphthylmethyl ester
1123683-88-4

lasalocid 2-naphthylmethyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h;55%
lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

3-Nitrobenzyl chloride
619-23-8

3-Nitrobenzyl chloride

m-nitrobenzyl ester of lasalocid acid
1026999-91-6

m-nitrobenzyl ester of lasalocid acid

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h;47%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

C38H57NO10

C38H57NO10

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;42%
C42H73BrO11
1068438-03-8

C42H73BrO11

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

C76H126O19

C76H126O19

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h;40%
lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

A

4(R)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>hexan-3-one
31478-26-9, 87678-18-0

4(R)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>hexan-3-one

B

2-Hydroxy-3-methyl-6-((R)-3-methyl-4-oxo-butyl)-benzoic acid
73657-54-2

2-Hydroxy-3-methyl-6-((R)-3-methyl-4-oxo-butyl)-benzoic acid

Conditions
ConditionsYield
Product distribution; heat or base treatment;
methanol
67-56-1

methanol

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

6-{(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-Ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoic acid methyl ester
33855-15-1

6-{(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-Ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoic acid methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide at 25℃; for 48h;
N-BOC-1,2-diaminoethane
57260-73-8

N-BOC-1,2-diaminoethane

lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

[2-(6-{(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-Ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoylamino)-ethyl]-carbamic acid tert-butyl ester
178912-24-8

[2-(6-{(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-Ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoylamino)-ethyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With pyridine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 25℃; for 24h;
lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

N-(2-Amino-ethyl)-6-{(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzamide
178912-25-9

N-(2-Amino-ethyl)-6-{(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: EDC, HOBt, pyridine / dimethylformamide / 24 h / 25 °C
2: TFA / CH2Cl2
View Scheme
lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

C70H98N6O8

C70H98N6O8

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: EDC, HOBt, pyridine / dimethylformamide / 24 h / 25 °C
2: TFA / CH2Cl2
3: EDC, HOBt, pyridine / dimethylformamide / 48 h / 25 °C
View Scheme
lasalocid (X 537 A)
25999-31-9

lasalocid (X 537 A)

C76H105N7O8

C76H105N7O8

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: EDC, HOBt, pyridine / dimethylformamide / 24 h / 25 °C
2: TFA / CH2Cl2
3: EDC, HOBt, pyridine / dimethylformamide / 48 h / 25 °C
View Scheme

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