9ALPHA,15R-DIHYDROXY-11BETA-FLUORO-15-(2,3-DIHYDRO-1H-INDEN-2-YL)-16,17,18, 19,20-PENTANOR-PROSTA-5Z,13E-DIEN-1-OIC ACID, ISOPROPYL ESTER

Base Information

• Chemical Name: 9ALPHA,15R-DIHYDROXY-11BETA-FLUORO-15-(2,3-DIHYDRO-1H-INDEN-2-YL)-16,17,18, 19,20-PENTANOR-PROSTA-5Z,13E-DIEN-1-OIC ACID, ISOPROPYL ESTER
• CAS No.: 208114-93-6
• Molecular Formula: C27H37FO4
• Molecular Weight: 444.58
• Mol file: 208114-93-6.mol

Synonyms:AL 8810 ISOPROPYL ESTER;

Chemical Property of 9ALPHA,15R-DIHYDROXY-11BETA-FLUORO-15-(2,3-DIHYDRO-1H-INDEN-2-YL)-16,17,18, 19,20-PENTANOR-PROSTA-5Z,13E-DIEN-1-OIC ACID, ISOPROPYL ESTER

Chemical Property:

• PSA: 66.76000
• LogP: 4.72180
• Solubility.: ≤25mg/ml in ethanol;25mg/ml in DMSO;25mg/ml in dimethyl formamide

Purity/Quality:

98%Min ^*data from raw suppliers

AL 8810 isopropyl ester ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: AL 8810 isopropyl ester is an 11β-fluoro analog of prostaglandin F2α which acts as a potent and selective antagonist at the FP receptor. AL 8810 isopropyl ester is a lipid soluble, esterified prodrug form of AL 8810 isopropyl ester analogous to the commonly used therapeutic intraocular prostaglandin compounds such as Latanoprost and Travoprost. The pharmacology of AL 8810 isopropyl ester has not been published.[Cayman Chemical]

Technology Process of 9ALPHA,15R-DIHYDROXY-11BETA-FLUORO-15-(2,3-DIHYDRO-1H-INDEN-2-YL)-16,17,18, 19,20-PENTANOR-PROSTA-5Z,13E-DIEN-1-OIC ACID, ISOPROPYL ESTER

There total 6 articles about 9ALPHA,15R-DIHYDROXY-11BETA-FLUORO-15-(2,3-DIHYDRO-1H-INDEN-2-YL)-16,17,18, 19,20-PENTANOR-PROSTA-5Z,13E-DIEN-1-OIC ACID, ISOPROPYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 27.0%

→ (5Z,13E)-(9S,11S,15R)-9,15-Dihydroxy-11-fluoro-15-(2-indanyl)-16,17,18,19,20-pentanor-5,13-prostadienoic acid isopropyl ester (208114-93-6)

Guidance literature:

Reference yield: 19.0%

(5Z,13E)-(9S,11S,15RS)-11-fluoro-15-hydroxy-15-(2-indanyl)-9-(tetrahydropyran-2-yloxy)-16,17,18,19,20-pentanor-5,13-prostadienoic acid isopropyl ester (208114-30-1) → (5Z,13E)-(9S,11S,15R)-9,15-Dihydroxy-11-fluoro-15-(2-indanyl)-16,17,18,19,20-pentanor-5,13-prostadienoic acid isopropyl ester (208114-93-6) + (5Z,13E)-(9S,11S,15S)-9,15-dihydroxy-11-fluoro-15-(2-indanyl)-16,17,18,19,20-pentanor-5,13-prostadienoic acid isopropyl ester

Guidance literature:

With hydrogenchloride; water; In isopropyl alcohol; for 1h;

Reference yield:

(5Z)-(9S,11S)-11-fluoro-13-oxo-9-(tetrahydropyran-2-yloxy)-14,15,16,17,18,19,20-heptanor-5-prostenoic acid isopropyl ester (208114-26-5) → (5Z,13E)-(9S,11S,15R)-9,15-Dihydroxy-11-fluoro-15-(2-indanyl)-16,17,18,19,20-pentanor-5,13-prostadienoic acid isopropyl ester (208114-93-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium borohydride; cerium trichloride / methanol

2: HCl / propan-2-ol

With hydrogenchloride; sodium tetrahydroborate; cerium(III) chloride; In methanol; isopropyl alcohol; 1: Horner-Emmons condensation;

upstream raw materials:

(5Z,13E)-(9S,11S,15RS)-11-fluoro-15-hydroxy-15-(2-indanyl)-9-(tetrahydropyran-2-yloxy)-16,17,18,19,20-pentanor-5,13-prostadienoic acid isopropyl ester

(5Z)-(9S,11S)-11-fluoro-13-oxo-9-(tetrahydropyran-2-yloxy)-14,15,16,17,18,19,20-heptanor-5-prostenoic acid isopropyl ester

(5Z)-(9S,11S)-11-fluoro-13-hydroxy-9-(tetrahydropyran-2-yloxy)-14,15,16,17,18,19,20-heptanor-5-prostenoic acid isopropyl ester

(5Z,13E)-(9S,11S)-11-fluoro-15-(2-indanyl)-15-oxo-9-(tetrahydropyran-2-yloxy)-16,17,18,19,20-pentanor-5,13-prostadienoic acid isopropyl ester

Downstream raw materials:

AL-8810

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