3-O-<2,3-di-O-acetyl-5-O-(p-tolylsulfonyl)-β-D-ribofuranosyl>digitoxigenin

Base Information

• Chemical Name: 3-O-<2,3-di-O-acetyl-5-O-(p-tolylsulfonyl)-β-D-ribofuranosyl>digitoxigenin
• CAS No.: 99604-89-4
• Molecular Formula: C₃₉H₅₂O₁₂S
• Molecular Weight: 744.901

Synonyms:3-O-<2,3-di-O-acetyl-5-O-(p-tolylsulfonyl)-β-D-ribofuranosyl>digitoxigenin

Chemical Property of 3-O-<2,3-di-O-acetyl-5-O-(p-tolylsulfonyl)-β-D-ribofuranosyl>digitoxigenin

Chemical Property:

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Technology Process of 3-O-<2,3-di-O-acetyl-5-O-(p-tolylsulfonyl)-β-D-ribofuranosyl>digitoxigenin

There total 2 articles about 3-O-<2,3-di-O-acetyl-5-O-(p-tolylsulfonyl)-β-D-ribofuranosyl>digitoxigenin 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:

Acetic acid (2R,3R,4R)-4-acetoxy-5-bromo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl ester (66074-47-3) + (+)-digitoxigenin (143-62-4) → 3-O-<2,3-di-O-acetyl-5-O-(p-tolylsulfonyl)-β-D-ribofuranosyl>digitoxigenin (99604-89-4)

Guidance literature:

With mercury(II) cyanide; In acetonitrile; at 60 ℃; for 3h; Yield given;

DOI:10.1021/jm00152a012

Reference yield:

1,2,3-tri-O-acetyl-5-O-(p-tolylsulfonyl)-D-ribofuranose (99604-90-7) → 3-O-<2,3-di-O-acetyl-5-O-(p-tolylsulfonyl)-β-D-ribofuranosyl>digitoxigenin (99604-89-4)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr / CH₂Cl₂ / 1 h / 0 °C

2: mercuric cyanide / acetonitrile / 3 h / 60 °C

With hydrogen bromide; mercury(II) cyanide; In dichloromethane; acetonitrile;

DOI:10.1021/jm00152a012

upstream raw materials:

Acetic acid (2R,3R,4R)-4-acetoxy-5-bromo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl ester

(+)-digitoxigenin

1,2,3-tri-O-acetyl-5-O-(p-tolylsulfonyl)-D-ribofuranose

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