1α-phenylethynyl-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose

Base Information

• Chemical Name: 1α-phenylethynyl-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose
• CAS No.: 1037597-30-0
• Molecular Formula: C₂₉H₂₆O₅
• Molecular Weight: 454.522
• Mol file: 1037597-30-0.mol

Synonyms:1α-phenylethynyl-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose

Chemical Property of 1α-phenylethynyl-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1α-phenylethynyl-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose

There total 1 articles about 1α-phenylethynyl-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose 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:

(2R,3S)-5-ethynyl-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate + iodobenzene (591-50-4) → 1β-phenylethynyl-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose (1037597-28-6) + 1α-phenylethynyl-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose (1037597-30-0)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 20 ℃; for 6h; Overall yield = 43%; Overall yield = 0.39 g; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.ejmech.2014.06.005

Reference yield: 37.0%

diethyl 2,2-di(prop-2-yn-1-yl)malonate (2689-88-5) + 1α-phenylethynyl-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose (1037597-30-0) → 1α-(2,2-bis(ethoxycarbonyl)-6-phenylindan-5-yl)-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose (1037597-34-4)

Guidance literature:

RhCl(PPh₃)3; In acetonitrile; at 180 ℃; for 1h; microwave irradiation;

DOI:10.1016/j.tet.2008.03.046

Reference yield: 16.0%

1α-phenylethynyl-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose (1037597-30-0) + hepta-1,6-diyne (2396-63-6) → 1α-(6-phenylindan-5-yl)-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose (1037597-36-6)

Guidance literature:

RhCl(PPh₃)3; In acetonitrile; at 180 ℃; for 1h; microwave irradiation;

DOI:10.1016/j.tet.2008.03.046

upstream raw materials:

iodobenzene

Downstream raw materials:

1α-(2,2-bis(ethoxycarbonyl)-6-phenylindan-5-yl)-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose

1α-(6-phenylindan-5-yl)-1,2-dideoxy-3,5-di-O-(4-toluoyl)-D-ribofuranose