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Kono Chem Co.,Ltd

Superiority kono chem is a leading manufacturer and supplier of chemicals in China. We develop ,produce and distribute high quality pharmaceuticals, intermediates, special chemicals and other fine chemicals. We could give you: 1.Best

Eicosapentaenoic EPA with best price and top quality

Cas:10417-94-4

Min.Order:1 Kilogram

FOB Price: $800.0 / 1000.0

Type:Other

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Wuhan Fortuna Chemical Co.,Ltd

High purity EPA CAS 10417-94-4 with factory 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 additives, Fine che

High purity EPA CAS 10417-94-4 with factory price

Cas:10417-94-4

Min.Order:1 Kilogram

FOB Price: $10.0

Type:Trading Company

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shanghai Tauto Biotech Co., Ltd

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

TIMNODONIC ACID (EPA)

Cas:10417-94-4

Min.Order:10 Milligram

Negotiable

Type:Manufacturers

inquiry

Xi'an Xszo Chem Co., Ltd.

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

High Quality 99% 10417-94-4 all cis-5,8,11,14,17-Eicosapentaenoic Acid Manufacturer

Cas:10417-94-4

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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. Near 20 years DayangChem has provided dif

Eicosapentaenoic acid

Cas:10417-94-4

Min.Order:1 Kilogram

FOB Price: $1.0 / 2.0

Type:Lab/Research institutions

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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

(Z)-5,8,11,14,17-Eicosapentaenoic acid

Cas:10417-94-4

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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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

Factory direct supplyCAS 10417-94-4 with best quality

Cas:10417-94-4

Min.Order:10 Gram

FOB Price: $146.0 / 176.0

Type:Trading Company

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Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

Hot Sell Factory Supply Raw Material CAS 10417-94-4 EPA

Cas:10417-94-4

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

inquiry

Hebei Sankai Chemical Technology Co., Ltd

1. Product advantages ♦ High purity, all above 98.5%, no impurities after dissolution ♦ We will test each batch to ensure quality ♦ OEM and private brand services designed for free ♦ Various cap colors available ♦ W

EPA CAS10417-94-4

Cas:10417-94-4

Min.Order:1 Kilogram

FOB Price: $7.0 / 9.0

Type:Trading Company

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Hangzhou Sartort Biopharma Co., Ltd

Appearance:Colorless to pale yellow liquid Storage:-20°C Package:200kg/drum Application:cis-5,8,11,14,17-Eicosapentaenoic acid has been used an analytical standard for the synthesis followed by investigation of pharmacological properties of aconiti

EPA with high quality

Cas:10417-94-4

Min.Order:1 Kilogram

FOB Price: $1.0

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

EPA CAS:10417-94-4

Cas:10417-94-4

Min.Order:1 Kilogram

FOB Price: $1.0 / 10.0

Type:Trading Company

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

5,8,11,14,17-Eicosapentaenoicacid, (5Z,8Z,11Z,14Z,17Z)- 10417-94-4

Cas:10417-94-4

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Xi'an Faithful Biotech Co., Ltd.

We are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery

Qingdao Beluga Import and Export Co., LTD

EPA CAS:10417-94-4 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, steroi

EPA CAS:10417-94-4

Cas:10417-94-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

5,8,11,14,17-Eicosapentaenoicacid, (5Z,8Z,11Z,14Z,17Z)-

Cas:10417-94-4

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Leader Biochemical Group

PRODUCT DETAILS

China Largest Manufacturer factory Supply Eicosapentaenoic acid CAS 10417-94-4

Cas:10417-94-4

Min.Order:500 Kilogram

FOB Price: $1.0 / 2.0

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

5,8,11,14,17-Eicosapentaenoicacid, (5Z,8Z,11Z,14Z,17Z)-

Cas:10417-94-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shanxi Ankesi Biotechnology Co., Ltd

Our Advantage 1. Rich experience We specialize in this filed for many years, our APIs exported to all over the world and and we established long friendly relations of cooperation with our clients. 2. Great quality,purity and favorable Good qual

High purity EPA CAS 10417-94-4 with factory price AKS

Cas:10417-94-4

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Triumph International Development Limilted

Triumph has the complete production of G- KG - MT service chain,we can make the new technology into productivity quickly in the research and development of new products. Main Business Custom Synthesis: Trading(Raw Mater

EPA

Cas:10417-94-4

Min.Order:0 Metric Ton

FOB Price: $18.0 / 20.0

Type:Lab/Research institutions

inquiry

Tianjin Kind Pharma Co., Ltd.

Factory direct sales, accept customization. EPA is an ω-3 fatty acid abundantly available in marine organisms. It is oxygenated by COX-1 and COX-2 at rates of about 5% and 30%, respectively, compared to arachidonic acid. EPA has been shown to

Eicosapentaenoic Acid

Cas:10417-94-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

EPA

Cas:10417-94-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hefei Zhaobo Technology Co., Ltd.

Our Advantages Production: Advanced chemical equipment with years of experience.Staffs for producing various extract products. Quality Control:A complete set of Testing Professional and Analysis Equipment ensures the Quality Requirements and Speci

EPA CAS 10417-94-4

Cas:10417-94-4

Min.Order:1 Kilogram

FOB Price: $150.0 / 180.0

Type:Trading Company

inquiry

Shanghai Massive Chemical Technology Co., Ltd.

Massive Chemical is certified with ISO9001 and ISO14001 manufacturer for this product. We will offer all documents as requirement for the materials which includes, Certificate of Analysis, Material Safety Data Sheet, and Method of Analysis and

EPA

Cas:10417-94-4

Min.Order:1 Gram

FOB Price: $1.0

Type:Lab/Research institutions

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

Eicosapentaenoic acid

Cas:10417-94-4

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

SHANGHAI SYSTEAM BIOCHEM CO., LTD

We are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov

EPA

Cas:10417-94-4

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

Type:Lab/Research institutions

inquiry

Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

Cangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new api, in

Enke cis-5,8,11,14,17-Eicosapentaenoic acid

Cas:10417-94-4

Min.Order:1 Kilogram

FOB Price: $200.0 / 300.0

Type:Lab/Research institutions

inquiry

Jiangsu Qianyu Molecular Technology Co., LTD.

Our Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an

Best OfferEPA

Cas:10417-94-4

Min.Order:0

Negotiable

Type:Trading Company

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,

EPA

Cas:10417-94-4

Min.Order:1 Milligram

Negotiable

Type:Trading Company

inquiry

EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

EPA

Cas:10417-94-4

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

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

EPA

Cas:10417-94-4

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Synthetic route

eicosapentaenoic acid ethyl ester
86227-47-6

eicosapentaenoic acid ethyl ester

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

Conditions
ConditionsYield
With ethylenediaminetetraacetic acid; edetate disodium In ethanol; water at 60 - 65℃; for 2h;98%
With immobilized lipase from Candida Antarctica; water In 1,4-dioxane at 55℃; for 3h; Enzymatic reaction;98%
With Candida antarctica lipase; water at 40℃; Hydrolysis;97.6%
(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester
2734-47-6

(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran; water93%
With lithium hydroxide In tetrahydrofuran for 15h; Ambient temperature;92%
5,8,11,14,17-eicosapentaynoic acid
5871-07-8

5,8,11,14,17-eicosapentaynoic acid

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

Conditions
ConditionsYield
With hydrogen; Lindlar's catalyst85.5%
eicosapentaenoic acid ethyl ester
86227-47-6

eicosapentaenoic acid ethyl ester

ethanolamine
141-43-5

ethanolamine

A

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

B

(5Z,8Z,11Z,14Z,17Z)-N-(2-hydroxyethyl)eicosa-5,8,11,14,17-pentaenamide

(5Z,8Z,11Z,14Z,17Z)-N-(2-hydroxyethyl)eicosa-5,8,11,14,17-pentaenamide

Conditions
ConditionsYield
With Novozym 435 lipase on resin In acetone at 35℃; for 8h; Green chemistry; Enzymatic reaction;A n/a
B 80%
eicosapentaenoic acid ethyl ester
86227-47-6

eicosapentaenoic acid ethyl ester

serinol
534-03-2

serinol

A

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

B

C23H37NO3

C23H37NO3

Conditions
ConditionsYield
With Novozym 435 lipase on resin In acetone at 35℃; for 8h; Green chemistry; Enzymatic reaction;A n/a
B 80%
2-Amino-1-propanol
6168-72-5

2-Amino-1-propanol

eicosapentaenoic acid ethyl ester
86227-47-6

eicosapentaenoic acid ethyl ester

A

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

B

C23H37NO2

C23H37NO2

Conditions
ConditionsYield
With Novozym 435 lipase on resin In acetone at 35℃; for 8h; Green chemistry; Enzymatic reaction;A n/a
B 78%
3-Dimethylamino-1-propanol
3179-63-3

3-Dimethylamino-1-propanol

eicosapentaenoic acid ethyl ester
86227-47-6

eicosapentaenoic acid ethyl ester

A

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

B

C25H41NO2

C25H41NO2

Conditions
ConditionsYield
With Novozym 435 lipase on resin In acetone at 35℃; for 18h; Green chemistry; Enzymatic reaction;A n/a
B 28%
eicosapentaenoic acid ethyl ester
86227-47-6

eicosapentaenoic acid ethyl ester

serinol
534-03-2

serinol

A

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

B

C23H37NO3
1048012-11-8

C23H37NO3

Conditions
ConditionsYield
With Novozym 435 lipase on resin In acetone at 35℃; for 18h; Green chemistry; Enzymatic reaction;A n/a
B 25%
(2S)-1-O-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-2-O-(6Z,9Z,12Z,15Z-octadecatetranoyl)-3-β-D-galactopyranosyl-sn-glycerol
121245-05-4

(2S)-1-O-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-2-O-(6Z,9Z,12Z,15Z-octadecatetranoyl)-3-β-D-galactopyranosyl-sn-glycerol

A

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

B

(6Z,9Z,12Z,15Z)-Octadeca-6,9,12,15-tetraenoic acid (R)-1-hydroxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-ethyl ester
144118-12-7

(6Z,9Z,12Z,15Z)-Octadeca-6,9,12,15-tetraenoic acid (R)-1-hydroxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-ethyl ester

Conditions
ConditionsYield
With Lypase type XIII In 1,4-dioxane; water at 37℃; for 4h; Yield given;
((3Z,6Z,9Z,12Z,15Z)-2-Octadeca-3,6,9,12,15-pentaenyl)-malonic acid

((3Z,6Z,9Z,12Z,15Z)-2-Octadeca-3,6,9,12,15-pentaenyl)-malonic acid

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

Conditions
ConditionsYield
With hydrogenchloride In diethylene glycol dimethyl ether at 120℃; for 1h; Yield given;
2-(1'-oxo-dodeca-5',8',11',14',17'(all Z)-pentaenyl)-1,3,5-trihydroxybenzene
79553-90-5

2-(1'-oxo-dodeca-5',8',11',14',17'(all Z)-pentaenyl)-1,3,5-trihydroxybenzene

A

3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

B

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

C

(5Z,8Z,11Z,14Z,17Z)-N-hydroxyicosa-5,8,11,14,17-pentaenamide

(5Z,8Z,11Z,14Z,17Z)-N-hydroxyicosa-5,8,11,14,17-pentaenamide

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine; silica gel 1.) aqueous EtOH, reflux, 2.) heat.; Yield given. Multistep reaction. Yields of byproduct given;
(5Z,8Z,11Z,14Z,17Z)-Icosa-5,8,11,14,17-pentaenoic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester

(5Z,8Z,11Z,14Z,17Z)-Icosa-5,8,11,14,17-pentaenoic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 2h; Ambient temperature;
(3Z,6Z,9Z,12Z,15Z)-octadeca-3,6,9,12,15-pentaenal
137682-11-2

(3Z,6Z,9Z,12Z,15Z)-octadeca-3,6,9,12,15-pentaenal

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 84 percent / NaBH4 / methanol / 0.33 h / Ambient temperature
2: 74 percent / PPh3*Br2 / acetonitrile
3: 1.) Na / 1.)diglyme 2.) diglyme 140 deg C, 2h
4: 40percent aq NaOH / H2O; ethanol / 4 h / Ambient temperature
5: 1.5 M HCl / bis-(2-methoxy-ethyl) ether / 1 h / 120 °C
View Scheme
all-(Z)-1-bromo-3,6,9,12,15-octadecapentaene
181213-48-9

all-(Z)-1-bromo-3,6,9,12,15-octadecapentaene

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) Na / 1.)diglyme 2.) diglyme 140 deg C, 2h
2: 40percent aq NaOH / H2O; ethanol / 4 h / Ambient temperature
3: 1.5 M HCl / bis-(2-methoxy-ethyl) ether / 1 h / 120 °C
View Scheme
(3Z,6Z,9Z,12Z, 15Z)-octadeca-3,6,9,12,15-pentaen-1-ol
181213-44-5

(3Z,6Z,9Z,12Z, 15Z)-octadeca-3,6,9,12,15-pentaen-1-ol

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 74 percent / PPh3*Br2 / acetonitrile
2: 1.) Na / 1.)diglyme 2.) diglyme 140 deg C, 2h
3: 40percent aq NaOH / H2O; ethanol / 4 h / Ambient temperature
4: 1.5 M HCl / bis-(2-methoxy-ethyl) ether / 1 h / 120 °C
View Scheme
((3Z,6Z,9Z,12Z,15Z)-2-Octadeca-3,6,9,12,15-pentaenyl)-malonic acid diethyl ester
181213-54-7

((3Z,6Z,9Z,12Z,15Z)-2-Octadeca-3,6,9,12,15-pentaenyl)-malonic acid diethyl ester

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 40percent aq NaOH / H2O; ethanol / 4 h / Ambient temperature
2: 1.5 M HCl / bis-(2-methoxy-ethyl) ether / 1 h / 120 °C
View Scheme
1-bromo-pent-2-yne
16400-32-1

1-bromo-pent-2-yne

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: K2CO3, NaI, CuI / dimethylformamide / 6 h / 20 °C
2: TsOH / methanol / 2 h / 20 °C
3: 85 percent / CBr4, PPh3 / CH2Cl2 / 0.67 h / 0 °C
4: K2CO3, NaI, CuI / dimethylformamide / 6 h / 20 °C
5: TsOH / methanol / 2 h / 20 °C
6: 67 percent / KOH, K2CO3 / H2O; acetone / 1.5 h / 20 °C
7: K2CO3, NaI, CuI / dimethylformamide / 6 h / 20 °C
8: 5percent aq. NaOH / methanol / 4 h / 20 °C
9: 85.5 percent / H2 / Pd/CaCO3/Pb
View Scheme
Multi-step reaction with 9 steps
1: K2CO3, NaI, CuI / dimethylformamide / 6 h / 20 °C
2: TsOH / methanol / 2 h / 20 °C
3: 64.2 percent / KOH, K2CO3 / H2O; acetone / 1.5 h / 20 °C
4: K2CO3, NaI, CuI / dimethylformamide / 6 h / 20 °C
5: TsOH / methanol / 2 h / 20 °C
6: 67 percent / KOH, K2CO3 / H2O; acetone / 1.5 h / 20 °C
7: K2CO3, NaI, CuI / dimethylformamide / 6 h / 20 °C
8: 5percent aq. NaOH / methanol / 4 h / 20 °C
9: 85.5 percent / H2 / Pd/CaCO3/Pb
View Scheme
pent-2-yn-1-ol
6261-22-9

pent-2-yn-1-ol

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 78 percent / CBr4, PPh3 / CH2Cl2 / 0.67 h / 0 °C
2: K2CO3, NaI, CuI / dimethylformamide / 6 h / 20 °C
3: TsOH / methanol / 2 h / 20 °C
4: 85 percent / CBr4, PPh3 / CH2Cl2 / 0.67 h / 0 °C
5: K2CO3, NaI, CuI / dimethylformamide / 6 h / 20 °C
6: TsOH / methanol / 2 h / 20 °C
7: 67 percent / KOH, K2CO3 / H2O; acetone / 1.5 h / 20 °C
8: K2CO3, NaI, CuI / dimethylformamide / 6 h / 20 °C
9: 5percent aq. NaOH / methanol / 4 h / 20 °C
10: 85.5 percent / H2 / Pd/CaCO3/Pb
View Scheme
Multi-step reaction with 10 steps
1: 78 percent / CBr4, PPh3 / CH2Cl2 / 0.67 h / 0 °C
2: K2CO3, NaI, CuI / dimethylformamide / 6 h / 20 °C
3: TsOH / methanol / 2 h / 20 °C
4: 64.2 percent / KOH, K2CO3 / H2O; acetone / 1.5 h / 20 °C
5: K2CO3, NaI, CuI / dimethylformamide / 6 h / 20 °C
6: TsOH / methanol / 2 h / 20 °C
7: 67 percent / KOH, K2CO3 / H2O; acetone / 1.5 h / 20 °C
8: K2CO3, NaI, CuI / dimethylformamide / 6 h / 20 °C
9: 5percent aq. NaOH / methanol / 4 h / 20 °C
10: 85.5 percent / H2 / Pd/CaCO3/Pb
View Scheme
all cis-5,8,11,14,17-eicosapentaenoic acid

all cis-5,8,11,14,17-eicosapentaenoic acid

17,18-Epoxyeicosatetraenoic acid
1283063-45-5

17,18-Epoxyeicosatetraenoic acid

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

docosahexaenoic acid
6217-54-5

docosahexaenoic acid

magnesium bis(lysinate) trihydrate

magnesium bis(lysinate) trihydrate

magnesium Bis-Lysinate Mono-EPA Mono-DHA dihydrate

magnesium Bis-Lysinate Mono-EPA Mono-DHA dihydrate

Conditions
ConditionsYield
With Tocopherol In methanol; ethyl acetate at 50℃; for 0.333333h; Inert atmosphere;100%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

magnesium bis-lysinate monohydrate

magnesium bis-lysinate monohydrate

magnesium bis-lysinate bis-EPA dihydrate

magnesium bis-lysinate bis-EPA dihydrate

Conditions
ConditionsYield
With Tocopherol In methanol; ethyl acetate at 50℃; for 0.333333h; Inert atmosphere;100%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

magnesium bis-lysinate monohydrate

magnesium bis-lysinate monohydrate

magnesium bis-lysinate mono-EPA

magnesium bis-lysinate mono-EPA

Conditions
ConditionsYield
With Tocopherol In methanol; ethyl acetate at 50℃; for 0.333333h; Inert atmosphere;100%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

L-leucyl-L-leucine
3303-31-9

L-leucyl-L-leucine

dimethylbiguanide
657-24-9

dimethylbiguanide

C12H24N2O3*C4H11N5*C20H30O2

C12H24N2O3*C4H11N5*C20H30O2

Conditions
ConditionsYield
In methanol at 20℃; for 5h;100%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

pyridoxamine
85-87-0

pyridoxamine

(3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methanaminium (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate

(3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methanaminium (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 2h;100%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

(S)-N-methyl-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl) propan-1-aminium (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate

(S)-N-methyl-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl) propan-1-aminium (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate

Conditions
ConditionsYield
In tetrahydrofuran for 2h;100%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

L-Aspartic acid
56-84-8

L-Aspartic acid

dimethylbiguanide
657-24-9

dimethylbiguanide

bis[{[(dimethylamino)(imino)methyl]amino}(imino)methanaminium]-(5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenoate-(3S)-3-ammonio-3-carboxypropanoate

bis[{[(dimethylamino)(imino)methyl]amino}(imino)methanaminium]-(5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenoate-(3S)-3-ammonio-3-carboxypropanoate

Conditions
ConditionsYield
In methanol at 60℃; for 1.5h;99%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

1,2-di-O-palmitoyl-sn-glycerol
6076-30-8

1,2-di-O-palmitoyl-sn-glycerol

1-((5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenoyl)-2,3-dihexadecanoyl-sn-glycerol

1-((5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenoyl)-2,3-dihexadecanoyl-sn-glycerol

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Steglich Esterification;99%
methanol
67-56-1

methanol

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester
2734-47-6

(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester

Conditions
ConditionsYield
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With oxalyl dichloride In benzene at 20℃; for 2h;
Stage #2: methanol at 0 - 20℃; for 2h;
98%
With acetyl chloride at 20℃; for 1.5h; Inert atmosphere;
With boron trifluoride diethyl etherate In benzene at 100℃; for 1h;
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

6-[(3Z,6Z,9Z,12Z)-1-iodopentadeca-3,6,9,12-tetraen-1-yl]-tetrahydro-2H-pyran-2-one
234087-56-0

6-[(3Z,6Z,9Z,12Z)-1-iodopentadeca-3,6,9,12-tetraen-1-yl]-tetrahydro-2H-pyran-2-one

Conditions
ConditionsYield
With 2,6-dimethylpyridine; iodine In dichloromethane at 0℃; for 15h; Inert atmosphere; Cooling with ice;97%
With iodine; potassium hydrogencarbonate; potassium iodide In tetrahydrofuran; water for 48h; Ambient temperature;95%
With 2,4,6-trimethyl-pyridine; iodine In acetonitrile at 20℃;88%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

calcium bis(lysinate) monohydrate

calcium bis(lysinate) monohydrate

calcium bis-lysinate mono-EPA

calcium bis-lysinate mono-EPA

Conditions
ConditionsYield
In methanol for 0.25h;97%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

C10H19IO2

C10H19IO2

C30H48O4

C30H48O4

Conditions
ConditionsYield
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With triethylamine; sodium iodide In ethyl acetate at 20℃; for 0.0333333h; Inert atmosphere;
Stage #2: C10H19IO2 In ethyl acetate at 50℃;
97%
With triethylamine; sodium iodide In ethyl acetate for 16h; Inert atmosphere; Reflux;97%
3-METHOXYBENZYLAMINE
5071-96-5

3-METHOXYBENZYLAMINE

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

N-(3-methoxybenzyl)icosa-5Z,8Z,11Z,14Z,17Z-pentaenamide

N-(3-methoxybenzyl)icosa-5Z,8Z,11Z,14Z,17Z-pentaenamide

Conditions
ConditionsYield
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 0.25h; Inert atmosphere;
Stage #2: 3-METHOXYBENZYLAMINE In dichloromethane Inert atmosphere;
97%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

pilocarpine hydrochloride
54-71-7

pilocarpine hydrochloride

5-(((3R,4S)-4-ethyl-5-oxotetrahydrofuran-3-yl)methyl)-1-methyl-1H-imidazol-1-ium (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate

5-(((3R,4S)-4-ethyl-5-oxotetrahydrofuran-3-yl)methyl)-1-methyl-1H-imidazol-1-ium (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate

Conditions
ConditionsYield
Stage #1: pilocarpine hydrochloride With sodium hydrogencarbonate In methanol for 0.0833333h;
Stage #2: all cis-5,8,11,14,17-eicosapentaenoic acid In methanol at 20℃; for 16h;
96.8%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-N-hydroxyicosa-5,8,11,14,17-pentaenamide

(5Z,8Z,11Z,14Z,17Z)-N-hydroxyicosa-5,8,11,14,17-pentaenamide

Conditions
ConditionsYield
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: With hydroxylamine In dichloromethane for 12h;
96%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid

Conditions
ConditionsYield
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: With 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane for 12h;
96%
pyrrolidine
123-75-1

pyrrolidine

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-1-(pyrrolidin-1-yl)icosa-5,8,11,14,17-pentaen-1-one

(5Z,8Z,11Z,14Z,17Z)-1-(pyrrolidin-1-yl)icosa-5,8,11,14,17-pentaen-1-one

Conditions
ConditionsYield
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: pyrrolidine In dichloromethane for 12h;
96%
piperidine
110-89-4

piperidine

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-1-(piperidin-1-yl)icosa-5,8,11,14,17-pentaen-1-one

(5Z,8Z,11Z,14Z,17Z)-1-(piperidin-1-yl)icosa-5,8,11,14,17-pentaen-1-one

Conditions
ConditionsYield
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: piperidine In dichloromethane for 12h;
96%
morpholine
110-91-8

morpholine

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-1-morpholinoicosa-5,8,11,14,17-pentaen-1-one

(5Z,8Z,11Z,14Z,17Z)-1-morpholinoicosa-5,8,11,14,17-pentaen-1-one

Conditions
ConditionsYield
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: morpholine In dichloromethane for 12h;
96%
1-methyl-piperazine
109-01-3

1-methyl-piperazine

all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-1-(4-methylpiperazin-1-yl)icosa-5,8,11,14,17-pentaen-1-one

(5Z,8Z,11Z,14Z,17Z)-1-(4-methylpiperazin-1-yl)icosa-5,8,11,14,17-pentaen-1-one

Conditions
ConditionsYield
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: 1-methyl-piperazine In dichloromethane for 12h;
96%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

benzylamine
100-46-9

benzylamine

(5Z,8Z,11Z,14Z,17Z)-N-benzylicosa-5,8,11,14,17-pentaenamide

(5Z,8Z,11Z,14Z,17Z)-N-benzylicosa-5,8,11,14,17-pentaenamide

Conditions
ConditionsYield
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: benzylamine In dichloromethane for 12h;
96%
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 0.25h; Inert atmosphere;
Stage #2: benzylamine In dichloromethane Inert atmosphere;
90%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

(5Z,8Z,11Z,14Z,17Z)-N-(1-phenylethyl)icosa-5,8,11,14,17-pentaenamide

(5Z,8Z,11Z,14Z,17Z)-N-(1-phenylethyl)icosa-5,8,11,14,17-pentaenamide

Conditions
ConditionsYield
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: rac-methylbenzylamine In dichloromethane for 12h;
96%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

(5Z,8Z,11Z,14Z,17Z)-N-((S)-1-phenylethyl)icosa-5,8,11,14,17-pentaenamide

(5Z,8Z,11Z,14Z,17Z)-N-((S)-1-phenylethyl)icosa-5,8,11,14,17-pentaenamide

Conditions
ConditionsYield
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: (S)-1-phenyl-ethylamine In dichloromethane for 12h;
96%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

ethanolamine
141-43-5

ethanolamine

(5Z,8Z,11Z,14Z,17Z)-N-(2-hydroxyethyl)eicosa-5,8,11,14,17-pentaenamide

(5Z,8Z,11Z,14Z,17Z)-N-(2-hydroxyethyl)eicosa-5,8,11,14,17-pentaenamide

Conditions
ConditionsYield
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: ethanolamine In dichloromethane for 12h;
95%
Stage #1: all cis-5,8,11,14,17-eicosapentaenoic acid With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; acetonitrile at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: ethanolamine In dichloromethane; acetonitrile at 20℃; Inert atmosphere;
85%
With Novozym 435, consisting of immobilized Candida antarctica lipase B In hexane at 40℃; for 15h; Enzymatic reaction;83%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

(S)-methyl 6-(tert-butoxycarbonyl)-2-((5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenamido)hexanoate
1269181-97-6

(S)-methyl 6-(tert-butoxycarbonyl)-2-((5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenamido)hexanoate

Conditions
ConditionsYield
With 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 2h;95%
With N-ethyl-N,N-diisopropylamine; HATU In acetonitrile at 20℃; for 2h;
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

(S)-methyl 2-amino-6-(tert-butoxycarbonylamino)hexanoate
3017-32-1

(S)-methyl 2-amino-6-(tert-butoxycarbonylamino)hexanoate

(S)-methyl 6-(tert-butoxycarbonyl)-2-((5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenamido)hexanoate
1269181-97-6

(S)-methyl 6-(tert-butoxycarbonyl)-2-((5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenamido)hexanoate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In acetonitrile at 20℃; for 2h;95%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

1,3-distearoylglycerol
504-40-5

1,3-distearoylglycerol

1,3-stearoyl-2-eicosapentaenoyl-glycerol

1,3-stearoyl-2-eicosapentaenoyl-glycerol

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h;94%
With dmap; dicyclohexyl-carbodiimide
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

1,2-distearoyl-sn-glycerol
1429-59-0, 10567-21-2

1,2-distearoyl-sn-glycerol

3-((5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenoyl)-1,2-dioctadecanoyl-sn-glycerol

3-((5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenoyl)-1,2-dioctadecanoyl-sn-glycerol

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Steglich Esterification;94%

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