(1R,3R,4R,7S)-1-benzoyloxymethyl-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Base Information

• Chemical Name: (1R,3R,4R,7S)-1-benzoyloxymethyl-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane
• CAS No.: 1257646-78-8
• Molecular Formula: C₁₈H₁₈N₂O₇
• Molecular Weight: 374.35
• Mol file: 1257646-78-8.mol

Synonyms:(1R,3R,4R,7S)-1-benzoyloxymethyl-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Chemical Property of (1R,3R,4R,7S)-1-benzoyloxymethyl-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3R,4R,7S)-1-benzoyloxymethyl-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

There total 1 articles about (1R,3R,4R,7S)-1-benzoyloxymethyl-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 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: 93.0%

vinyl benzoate (769-78-8,24991-32-0) + (1S,3R,4R,7S)-7-hydroxy-1-hydroxymethyl-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane (206055-67-6) → (1R,3R,4R,7S)-1-benzoyloxymethyl-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane (1257646-78-8)

Guidance literature:

With Candida antarctica lipase B; In tetrahydrofuran; at 60 ℃; for 72h; regioselective reaction; Enzymatic reaction;

DOI:10.1039/c0ob00346h

Reference yield: 100.0%

(1R,3R,4R,7S)-1-benzoyloxymethyl-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane (1257646-78-8) + 4,4'-dimethoxytrityl chloride (40615-36-9) → (1R,3R,4R,7S)-1-benzoyloxymethyl-7-(4,4'-dimethoxytrityloxy)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane (1257646-79-9)

Guidance literature:

With 2,6-dimethylpyridine; silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1039/c0ob00346h

upstream raw materials:

vinyl benzoate

(1S,3R,4R,7S)-7-hydroxy-1-hydroxymethyl-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Downstream raw materials:

(1R,3R,4R,7S)-1-benzoyloxymethyl-7-(4,4'-dimethoxytrityloxy)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane