Latanoprost Tris(triethylsilyl) Ether

Base Information

• Chemical Name: Latanoprost Tris(triethylsilyl) Ether
• CAS No.: 477884-78-9
• Molecular Formula: C44H82O5Si3
• Molecular Weight: 775.37538
• Hs Code.: 2937500000
• Mol file: 477884-78-9.mol

Synonyms:Latanoprost Tris(triethylsilyl) Ether;(5Z)-7-[(1R,2R,3R,5S)-2-[(3R)-5-Phenyl-3-[(triethylsilyl)oxy]pentyl]-3,5-bis[(triethylsilyl)oxy]cyclopentyl]-5-heptenoic Acid 1-Methylethyl Ester;Latanoprost Related CoMpound D;Latanoprost Related Compound D (25 mg) (Isopropyl (Z)-7-{(1R,2R,3R,5S)-2-[(R)-5-phenyl-3-(triethylsilyloxy)pentyl]-3,5-bis(triethylsilyloxy)cyclopentyl}hept-5-enoate)

Chemical Property of Latanoprost Tris(triethylsilyl) Ether

Chemical Property:

• PSA: 53.99000
• LogP: 13.27490
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Acetonitrile (Sparingly, Heated, Sonicated), Chloroform (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

LatanoprostTris(triethylsilyl)Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Latanoprost derivative. Latanoprost related compound D. Latanoprost derivative. Latanoprost related compound D. Latanoprost USP Related Compound D.

Technology Process of Latanoprost Tris(triethylsilyl) Ether

There total 13 articles about Latanoprost Tris(triethylsilyl) Ether 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:

1-bromo-4-phenylbutan-2-one (31984-10-8) → C44H82O5Si3 (477884-78-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sodium iodide / acetone / 12 h

2.1: acetonitrile / 3 h / 65 °C

3.1: lithium hydroxide monohydrate / tert-butyl methyl ether / 1 h / 20 °C

3.2: 0.92 h / 5 °C

4.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 3 h / 0 °C

5.1: triethylamine / dichloromethane / 5 h / 5 - 10 °C

6.1: diisobutylaluminium hydride / tetrahydrofuran / 1 h / -70 °C

7.1: potassium tert-butylate / tetrahydrofuran / 6 h / 5 °C

8.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetone / 16 h / 30 °C

9.1: triethylamine / dichloromethane / 6 h / 5 - 10 °C

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; lithium hydroxide monohydrate; potassium tert-butylate; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; tert-butyl methyl ether; acetone; acetonitrile; 3.2: |Wittig-Horner Reaction / 7.1: |Wittig Olefination;

DOI:10.1007/s12039-015-0963-2

Reference yield:

triethylsilyl chloride (994-30-9) + C38H68O5Si2 → C44H82O5Si3 (477884-78-9)

Guidance literature:

With triethylamine; In dichloromethane; at 5 - 10 ℃; for 6h;

DOI:10.1007/s12039-015-0963-2

Reference yield:

C35H62O5Si2 → C44H82O5Si3 (477884-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetone / 16 h / 30 °C

2: triethylamine / dichloromethane / 6 h / 5 - 10 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; acetone;

DOI:10.1007/s12039-015-0963-2

upstream raw materials:

(-)-7α-triethylsilyloxy-6β-triethylsilyloxymethyl-cis-2-oxabicyclo<3.3.0>octan-3-one

(-)-7α-triethylsilyloxy-6β-formyl-cis-2-oxabicyclo<3.3.0>octan-3-one

4-Phenyl-2-butanone

triethylsilyl chloride

Refernces