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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 ch

Latanoprost acid Manufacturer/High quality/Best price/In stock

Cas:41639-83-2

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Hangzhou Think Chemical Co. Ltd

Latanoprost acid CAS No.:41639-83-2 Name: Latanoprost acid Synonyms: (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoic acid Molecular Structure:

High purity Latanoprost acid CAS No.:41639-83-2

Cas:41639-83-2

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Other

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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

Latanoprost acid

Cas:41639-83-2

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

TIANFU CHEM- Latanoprost acid

Cas:41639-83-2

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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

Factory direct saleCAS 41639-83-2 with fast shipping

Cas:41639-83-2

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

Latanoprost acid

Cas:41639-83-2

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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Hubei Langyou International Trading Co., Ltd

Advantages: Hubei XinRunde Chemical Co., Ltd is a renowned pharmaceutical manufacturer. We can offer high quality products at competitive price in quick delivery with 100% custom pass guaranteed. Never stop striving to offer our best service is

Latanoprost acid CAS NO 41639-83-2

Cas:41639-83-2

Min.Order:1 Kilogram

Negotiable

Type:Other

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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-Heptenoic acid,7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-,(5Z)- 41639-83-2

Cas:41639-83-2

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

Latanoprost acid CAS:41639-83-2 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

Latanoprost acid CAS:41639-83-2

Cas:41639-83-2

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-Heptenoic acid,7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-,(5Z)-

Cas:41639-83-2

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures s

Latanoprost acid

Cas:41639-83-2

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

Taizhou Crene Biotechnology co.ltd

Our company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-

Latanoprost acid 41639-83-2

Cas:41639-83-2

Min.Order:1 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

Latanoprost acid

Cas:41639-83-2

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

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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

5-HEPTENOIC ACID,7-[(1R,2R,3R,5S)-3,5-DIHYDROXY-2-[(3R)-3-HYDROXY-5-PHENYLPENTYL]CYCLOPENTYL]-,(5Z)-

Cas:41639-83-2

Min.Order:1 Gram

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

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

Latanoprost acid

Cas:41639-83-2

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

latanoprost free acid

Cas:41639-83-2

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

Type:Lab/Research institutions

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality, moderate price & quick delivery. Appearance:white powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:25kg/drum, or as per your request. Application:A metabolite of Latanoprost Transportat

Latanoprost acid

Cas:41639-83-2

Min.Order:1 Gram

Negotiable

Type:Trading Company

inquiry

Zibo Dorne chemical technology co. LTD

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

Latanoprost acid

Cas:41639-83-2

Min.Order:1 Gram

Negotiable

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

High Purity Latanoprost acid

Cas:41639-83-2

Min.Order:0

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

latanoprost free acid

Cas:41639-83-2

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

inquiry

Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

API name: latanoprost free acid,LT-ACID(LATANOPROST ACID) CAS No.: 41639-83-2 Chemical name: latanoprost free acid; (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]h Formula: C23H34O5 Structure:

latanoprost free acid,LT-ACID(LATANOPROST ACID)

Cas:41639-83-2

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology 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 chemicals. W

Latanoprost acid

Cas:41639-83-2

Min.Order:1 Gram

Negotiable

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

Latanoprost acid

Cas:41639-83-2

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

inquiry

Golden Pharma Co., Limited

GOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation

Latanoprost acid

Cas:41639-83-2

Min.Order:1 Kilogram

Negotiable

Type:Other

inquiry

Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

Latanoprost acid

Cas:41639-83-2

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

inquiry

GIHI CHEMICALS CO.,LIMITED

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

Latanoprost (free acid)

Cas:41639-83-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Dingyan Chem Co., Ltd

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

Henan Allgreen Chemical Co.,Ltd

high quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea

Synthetic route

(Z)-3-hydroxy-2-(hydroxymethyl)-2-methylpropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate
913258-32-9

(Z)-3-hydroxy-2-(hydroxymethyl)-2-methylpropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
With lithium hydroxide In methanol; water for 8h;99%
Stage #1: (Z)-3-hydroxy-2-(hydroxymethyl)-2-methylpropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate With lithium hydroxide In methanol; water at 20℃; for 5.5 - 8h;
Stage #2: With sodium hydrogen sulfate; ammonium chloride In methanol; water; ethyl acetate Product distribution / selectivity;
99%
(Z)-methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate
913258-31-8

(Z)-methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
With lithium hydroxide In methanol; water at 20℃; for 20h;96%
Stage #1: methyl (Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(R)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoate With lithium hydroxide In methanol; water at 20℃; for 20h;
Stage #2: With sodium hydrogen sulfate; ammonium chloride In methanol; water; ethyl acetate
96%
(Z)-7-((1R,2R,3R,5S)-3-(tert-butyldimethylsilyloxy)-2-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)-5-hydroxycyclopentyl)hept-5-enoic acid
1240483-23-1

(Z)-7-((1R,2R,3R,5S)-3-(tert-butyldimethylsilyloxy)-2-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)-5-hydroxycyclopentyl)hept-5-enoic acid

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Stage #1: (Z)-7-((1R,2R,3R,5S)-3-(tert-butyldimethylsilyloxy)-2-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)-5-hydroxycyclopentyl)hept-5-enoic acid With hydrogenchloride; water In tetrahydrofuran at 20℃; for 18h;
Stage #2: In tetrahydrofuran pH=6.8; Aqueous phosphate buffer;
91%
Stage #1: (Z)-7-((1R,2R,3R,5S)-3-(tert-butyldimethylsilyloxy)-2-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)-5-hydroxycyclopentyl)hept-5-enoic acid With hydrogenchloride In tetrahydrofuran; water at 20℃; for 18h;
Stage #2: In tetrahydrofuran; water pH=6.8; Aqueous phosphate buffer;
91%
latanoprost
130209-82-4

latanoprost

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Stage #1: latanoprost With lithium hydroxide; water In tetrahydrofuran for 16h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water
90%
(3aR,4R,5R,6aS)-4-[(3R)-(tert-butyldimethylsilyl)oxy-5-phenylpentyl]perhydrocyclopenta[b]furan-2,5-diol

(3aR,4R,5R,6aS)-4-[(3R)-(tert-butyldimethylsilyl)oxy-5-phenylpentyl]perhydrocyclopenta[b]furan-2,5-diol

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
With hydrogenchloride; water In tetrahydrofuran at 20℃; for 17h;87%
With hydrogenchloride In methanol; water for 3.33333h;
(8aR,9R,10R,14aS,Z)-10-hydroxy-9-((3R)-3-hydroxy-5-phenylpentyl)-4,5,8,8a,9,10,11,11a-octahydrocyclopenta[b]oxecin-2(3H)-one

(8aR,9R,10R,14aS,Z)-10-hydroxy-9-((3R)-3-hydroxy-5-phenylpentyl)-4,5,8,8a,9,10,11,11a-octahydrocyclopenta[b]oxecin-2(3H)-one

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
With water; potassium hydroxide In water; isopropyl alcohol at 50℃; for 2h; Reagent/catalyst; Temperature;68%
With potassium hydroxide In water; isopropyl alcohol at 50℃; for 2h;
(4-carboxybutyl)triphenylphosphonium bromide
17814-85-6

(4-carboxybutyl)triphenylphosphonium bromide

(1S,5R,6R,7R)-6-<(3R)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol

(1S,5R,6R,7R)-6-<(3R)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
With potassium tert-butylate 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h; Multistep reaction;
(S)-4-phenyl-1-iodo-2-(triethylsiloxy)butane
913258-20-5

(S)-4-phenyl-1-iodo-2-(triethylsiloxy)butane

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 99 percent / LiOH*H2O / methanol; H2O / 8 h
View Scheme
(S)-4-phenyl-1-(p-tolylsulfonyloxy)-2-(triethylsiloxy)butane
913258-19-2

(S)-4-phenyl-1-(p-tolylsulfonyloxy)-2-(triethylsiloxy)butane

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C
2: 99 percent / LiOH*H2O / methanol; H2O / 8 h
View Scheme
methyl (Z)-7-[(1R,2R,3R,5S)-2-((3S)-3-triethylsilyloxy-5-phenyl-1-(phenylsulfonyl)pentyl)-3,5-bis(triethylsilyloxy)cyclopentyl]hept-5-enoate
930118-48-2

methyl (Z)-7-[(1R,2R,3R,5S)-2-((3S)-3-triethylsilyloxy-5-phenyl-1-(phenylsulfonyl)pentyl)-3,5-bis(triethylsilyloxy)cyclopentyl]hept-5-enoate

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 45 mg / PPTS / acetone; H2O / 6 h / 20 °C
2: 96 percent / LiOH*H2O / methanol; H2O / 20 h / 20 °C
View Scheme
1-{(Z)-6-[(1R,2R,3R,5S)-2-[(R)-3-(triethylsilyloxy)-5-phenylpentyl]-3,5-bis(triethylsilyloxy)cyclopentyl]hex-4-enyl}-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane
913258-28-3

1-{(Z)-6-[(1R,2R,3R,5S)-2-[(R)-3-(triethylsilyloxy)-5-phenylpentyl]-3,5-bis(triethylsilyloxy)cyclopentyl]hex-4-enyl}-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / PPTS / acetone; H2O / 5 h / 18 °C
2: 99 percent / LiOH*H2O / methanol; H2O / 8 h
View Scheme
1-{(Z)-6-[(1R,2R,3R,5S)-2-[(3S)-3-(triethylsilyloxy)-5-phenyl-1-(phenylsulfonyl)pentyl]-3,5-bis(triethylsilyloxy)cyclopentyl]hex-4-enyl}-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

1-{(Z)-6-[(1R,2R,3R,5S)-2-[(3S)-3-(triethylsilyloxy)-5-phenyl-1-(phenylsulfonyl)pentyl]-3,5-bis(triethylsilyloxy)cyclopentyl]hex-4-enyl}-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 99 percent / Na2HPO4; Na/Hg / methanol / 0 - 20 °C
2: 95 percent / PPTS / acetone; H2O / 5 h / 18 °C
3: 99 percent / LiOH*H2O / methanol; H2O / 8 h
View Scheme
2,2-bis(hydroxymethyl)propyl-(Z)-7-[(1R,2R,3R,5S)-2-[(3S)-3-triethylsilyloxy-5-phenyl-1-(phenylsulfonyl)pentyl]-3,5-bis(triethylsilyloxy)cyclopentyl]hept-5-enoate
913258-25-0

2,2-bis(hydroxymethyl)propyl-(Z)-7-[(1R,2R,3R,5S)-2-[(3S)-3-triethylsilyloxy-5-phenyl-1-(phenylsulfonyl)pentyl]-3,5-bis(triethylsilyloxy)cyclopentyl]hept-5-enoate

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 227 mg / Na2HPO4; Na/Hg / methanol / 2 h
2: 45 mg / PPTS / acetone; H2O / 6 h / 20 °C
3: 96 percent / LiOH*H2O / methanol; H2O / 20 h / 20 °C
View Scheme
4-Phenyl-1-butene
768-56-9

4-Phenyl-1-butene

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: (K3Fe(CN)6; K2OsO2(OH)4; K2CO3 / (DHQ)2AQN / 2-methyl-propan-2-ol; H2O / 17 h / 0 °C
2: 67.4 percent / Bu2SnO; Et3N / CH2Cl2 / 0 - 20 °C
3: 99.5 percent / imidazole; Et3N / dimethylformamide / 1.33 h / 0 - 20 °C
4: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C
5: 99 percent / LiOH*H2O / methanol; H2O / 8 h
View Scheme
Multi-step reaction with 10 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 25.5 h / 0 - 20 °C
2.1: [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); acetic acid / tetrahydrofuran; water / 24 h / 0 - 20 °C
3.1: n-butyllithium / tetrahydrofuran / -20 °C
3.2: -20 - 20 °C
4.1: 1H-imidazole / dichloromethane / 16 h / 0 - 20 °C
5.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
5.2: 2 h / 20 °C / Inert atmosphere
6.1: iodine; triphenylphosphine; 1H-imidazole / dichloromethane / 1 h / 20 °C / Inert atmosphere
7.1: tert.-butyl lithium / diethyl ether / 4 h / -78 - -40 °C / Inert atmosphere
7.2: 1 h / -78 - -20 °C / Inert atmosphere
8.1: ozone / methanol; dichloromethane / -78 °C
8.2: 3.25 h / -78 - 20 °C / Inert atmosphere
9.1: hydrogenchloride; water / tetrahydrofuran / 16 h / 20 °C
10.1: potassium tert-butylate / tetrahydrofuran / 0.67 h / 0 °C / Inert atmosphere
10.2: 1.5 h / 0 - 20 °C / Inert atmosphere
View Scheme
benzyltriphenylphosphonium bromide
1449-46-3

benzyltriphenylphosphonium bromide

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: hexyllithium / tetrahydrofuran; hexane / 1.5 h / 5 - 15 °C
1.2: 62 percent / tetrahydrofuran; hexane / 2 h / 20 °C
2.1: 98.8 percent / H2 / Pd/C / methanol / 24 h / 30 °C / 7500.6 Torr
3.1: 99 percent / PTSA / methanol / 4 h / 40 °C
4.1: 67.4 percent / Bu2SnO; Et3N / CH2Cl2 / 0 - 20 °C
5.1: 99.5 percent / imidazole; Et3N / dimethylformamide / 1.33 h / 0 - 20 °C
6.1: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C
7.1: 99 percent / LiOH*H2O / methanol; H2O / 8 h
View Scheme
(S)-4-phenyl-1,2-butanediol
124988-64-3

(S)-4-phenyl-1,2-butanediol

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 67.4 percent / Bu2SnO; Et3N / CH2Cl2 / 0 - 20 °C
2: 99.5 percent / imidazole; Et3N / dimethylformamide / 1.33 h / 0 - 20 °C
3: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C
4: 99 percent / LiOH*H2O / methanol; H2O / 8 h
View Scheme
(S)-2-hydroxy-4-phenylbutyl 4-methylbenzenesulfonate
118629-73-5

(S)-2-hydroxy-4-phenylbutyl 4-methylbenzenesulfonate

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 99.5 percent / imidazole; Et3N / dimethylformamide / 1.33 h / 0 - 20 °C
2: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C
3: 99 percent / LiOH*H2O / methanol; H2O / 8 h
View Scheme
(4S)-2,2-dimethyl-4-styryl-1,3-dioxolane
152203-65-1

(4S)-2,2-dimethyl-4-styryl-1,3-dioxolane

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 98.8 percent / H2 / Pd/C / methanol / 24 h / 30 °C / 7500.6 Torr
2: 99 percent / PTSA / methanol / 4 h / 40 °C
3: 67.4 percent / Bu2SnO; Et3N / CH2Cl2 / 0 - 20 °C
4: 99.5 percent / imidazole; Et3N / dimethylformamide / 1.33 h / 0 - 20 °C
5: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C
6: 99 percent / LiOH*H2O / methanol; H2O / 8 h
View Scheme
(4S)-2,2-dimethyl-4-(2-phenylethyl)-1,3-dioxolane
157732-87-1

(4S)-2,2-dimethyl-4-(2-phenylethyl)-1,3-dioxolane

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 99 percent / PTSA / methanol / 4 h / 40 °C
2: 67.4 percent / Bu2SnO; Et3N / CH2Cl2 / 0 - 20 °C
3: 99.5 percent / imidazole; Et3N / dimethylformamide / 1.33 h / 0 - 20 °C
4: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C
5: 99 percent / LiOH*H2O / methanol; H2O / 8 h
View Scheme
(-)-Corey lactone 5-(4-phenylbenzoate)
31752-99-5

(-)-Corey lactone 5-(4-phenylbenzoate)

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: DCC, phosphoric acid / 1,2-dimethoxy-ethane / a) 18 deg C, 30 min, b) RT, 2 h
2: 1.) NaH / 1.) DME, RT, 1 h, 2.) DME, a) 0 deg C, 30 min, b) RT, 2 h
3: 52 percent / lithium tri-sec-butylborohydride (lithium selectride) / tetrahydrofuran; diethyl ether / 1 h / -78 - -75 °C
4: 78.4 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h
5: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature
6: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C
7: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h
View Scheme
benzyl bromide
100-39-0

benzyl bromide

alcoholic potash

alcoholic potash

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 1.) NaH, 2.) n-BuLi
2: 1.) NaH / 1.) DME, RT, 1 h, 2.) DME, a) 0 deg C, 30 min, b) RT, 2 h
3: 52 percent / lithium tri-sec-butylborohydride (lithium selectride) / tetrahydrofuran; diethyl ether / 1 h / -78 - -75 °C
4: 78.4 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h
5: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature
6: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C
7: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h
View Scheme
(1S,5R,6R,7R)-6-(3-oxo-5-phenyl-1E-pentenyl)-7-<(4-phenylbenzoyl)oxy>-2-oxabicyclo<3.3.0>octan-3-one
41639-72-9

(1S,5R,6R,7R)-6-(3-oxo-5-phenyl-1E-pentenyl)-7-<(4-phenylbenzoyl)oxy>-2-oxabicyclo<3.3.0>octan-3-one

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 52 percent / lithium tri-sec-butylborohydride (lithium selectride) / tetrahydrofuran; diethyl ether / 1 h / -78 - -75 °C
2: 78.4 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h
3: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature
4: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C
5: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h
View Scheme
(1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentenyl>-7-<(4-phenylbenzoyl)oxy>-2-oxabicyclo<3.3.0>octan-3-one
41639-23-0

(1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentenyl>-7-<(4-phenylbenzoyl)oxy>-2-oxabicyclo<3.3.0>octan-3-one

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 78.4 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h
2: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature
3: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C
4: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h
View Scheme
dimethyl (2-oxo-4-phenylbutyl)phosphonate

dimethyl (2-oxo-4-phenylbutyl)phosphonate

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 1.) NaH / 1.) DME, RT, 1 h, 2.) DME, a) 0 deg C, 30 min, b) RT, 2 h
2: 52 percent / lithium tri-sec-butylborohydride (lithium selectride) / tetrahydrofuran; diethyl ether / 1 h / -78 - -75 °C
3: 78.4 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h
4: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature
5: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C
6: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h
View Scheme
(1S,5R,6R,7R)-6-<(3R)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-one
145773-21-3

(1S,5R,6R,7R)-6-<(3R)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-one

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C
2: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h
View Scheme
(1S,5R,6R,7R)-6-<(3R)-3-hydroxy-5-phenyl-1-pentyl>-7-<(4-phenylbenzoyl)oxy>-2-oxabicyclo<3.3.0>octan-3-one
145773-20-2

(1S,5R,6R,7R)-6-<(3R)-3-hydroxy-5-phenyl-1-pentyl>-7-<(4-phenylbenzoyl)oxy>-2-oxabicyclo<3.3.0>octan-3-one

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature
2: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C
3: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h
View Scheme
(3aR,4R,5R,6aS)-4-formyl-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl biphenyl-4-carboxylate
38754-71-1

(3aR,4R,5R,6aS)-4-formyl-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl biphenyl-4-carboxylate

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 1.) NaH / 1.) DME, RT, 1 h, 2.) DME, a) 0 deg C, 30 min, b) RT, 2 h
2: 52 percent / lithium tri-sec-butylborohydride (lithium selectride) / tetrahydrofuran; diethyl ether / 1 h / -78 - -75 °C
3: 78.4 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h
4: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature
5: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C
6: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h
View Scheme
C38H70O5Si3
943315-69-3

C38H70O5Si3

C38H70O5Si3

C38H70O5Si3

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
With hydrogenchloride; water In acetone at 0 - 25℃; pH=1 - 3;
(4-carboxybutyl)triphenylphosphonium bromide
17814-85-6

(4-carboxybutyl)triphenylphosphonium bromide

(1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol
352276-28-9

(1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol

latanoprost acid
41639-83-2

latanoprost acid

Conditions
ConditionsYield
Stage #1: (4-carboxybutyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃;
Stage #2: (1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol In tetrahydrofuran at -17℃; for 20h; Wittig Reaction;
Stage #3: With aminosulfonic acid In tert-butyl methyl ether; water pH=1.5 - 2.0;
Stage #1: (4-carboxybutyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5 - 0.666667h; Wittig Reaction;
Stage #2: (1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol In tetrahydrofuran at -15℃; for 4 - 5h; Wittig Reaction;
Stage #1: (4-carboxybutyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.75h; Inert atmosphere;
Stage #2: (1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol In tetrahydrofuran at -15 - -10℃; Wittig Reaction; Inert atmosphere;
L-arginine
74-79-3

L-arginine

latanoprost acid
41639-83-2

latanoprost acid

latanoprost L-arginine salt
1224443-39-3

latanoprost L-arginine salt

Conditions
ConditionsYield
In methanol; water for 0.5h; Product distribution / selectivity;100%
In methanol; water for 0.5h; Product distribution / selectivity;
2-iodo-propane
75-30-9

2-iodo-propane

latanoprost acid
41639-83-2

latanoprost acid

A

isopropyl (E)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

isopropyl (E)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

B

latanoprost
130209-82-4

latanoprost

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetone at 20℃; for 14h;A n/a
B 99.83%
latanoprost acid
41639-83-2

latanoprost acid

isopropyl alcohol
67-63-0

isopropyl alcohol

latanoprost
130209-82-4

latanoprost

Conditions
ConditionsYield
With Lipase Novozym 435 at 30℃; for 18h; Enzymatic reaction;92%
Novozym 435 at 30℃; for 18h;92%
With 2-chloro-1,3-dimethyl imidazolium chloride; potassium tert-butylate; triethylamine at 0 - 70℃; for 2h;
2-iodo-propane
75-30-9

2-iodo-propane

latanoprost acid
41639-83-2

latanoprost acid

latanoprost
130209-82-4

latanoprost

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;84%
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 14h;72%
With potassium carbonate In N,N-dimethyl-formamide at 50℃;68%
isobutylamine
78-81-9

isobutylamine

latanoprost acid
41639-83-2

latanoprost acid

17-phenyl-13,14-dihydro-trinor-prostaglandin F2α isobutylamide
1131798-26-9

17-phenyl-13,14-dihydro-trinor-prostaglandin F2α isobutylamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃;70%
desmethyl anethole trithione
18274-81-2

desmethyl anethole trithione

latanoprost acid
41639-83-2

latanoprost acid

(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-5-heptenoic acid 4-(3H-1,2-dithiole-3-thione-5-yl)phenyl ester
1088434-86-9

(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-5-heptenoic acid 4-(3H-1,2-dithiole-3-thione-5-yl)phenyl ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;65%
Stage #1: desmethyl anethole trithione; latanoprost acid; dmap In tetrahydrofuran at 0℃; Inert atmosphere;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 15h; Inert atmosphere;
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap In tetrahydrofuran at 0 - 20℃; for 15h;
2-iodo-propane
75-30-9

2-iodo-propane

latanoprost acid
41639-83-2

latanoprost acid

A

isopropyl (E)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

isopropyl (E)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

B

isopropyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

isopropyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

C

latanoprost
130209-82-4

latanoprost

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetone at 20℃; for 5.5 - 14.2167h; Product distribution / selectivity;A n/a
B n/a
C 63.2%
5,7-Dihydroxy-3-(4-methoxy-phenyl)-chromen-4-on
491-80-5

5,7-Dihydroxy-3-(4-methoxy-phenyl)-chromen-4-on

latanoprost acid
41639-83-2

latanoprost acid

(Z)-5-hydroxy-3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

(Z)-5-hydroxy-3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

Conditions
ConditionsYield
In dichloromethane at 20℃;60%
2-(prop-2-yn-1-yl)pent-4-yn-1-ol
432027-96-8

2-(prop-2-yn-1-yl)pent-4-yn-1-ol

latanoprost acid
41639-83-2

latanoprost acid

(Z)-2-(prop-2-yn-1-yl)pent-4-yn-1-yl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

(Z)-2-(prop-2-yn-1-yl)pent-4-yn-1-yl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In dichloromethane at 20℃; Inert atmosphere; Darkness;45%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

latanoprost acid
41639-83-2

latanoprost acid

(Z)-7-((1R,2R,3R,5S)-3,5-bis((tert-butyldimethylsilyl)oxy)-2-((R)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpentyl)cyclopentyl)hept-5-enoic acid

(Z)-7-((1R,2R,3R,5S)-3,5-bis((tert-butyldimethylsilyl)oxy)-2-((R)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpentyl)cyclopentyl)hept-5-enoic acid

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h;
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