(1R,3R,5R,8R)-5,8-Bis(benzyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]octane

Base Information

• Chemical Name: (1R,3R,5R,8R)-5,8-Bis(benzyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]octane
• CAS No.: 352422-96-9
• Molecular Formula: C₂₆H₂₆N₂O₅
• Molecular Weight: 446.503
• Mol file: 352422-96-9.mol

Synonyms:(1R,3R,5R,8R)-5,8-Bis(benzyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]octane

Chemical Property of (1R,3R,5R,8R)-5,8-Bis(benzyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]octane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3R,5R,8R)-5,8-Bis(benzyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]octane

There total 18 articles about (1R,3R,5R,8R)-5,8-Bis(benzyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]octane 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: 61.0%

(1R,3R,4R,5R,8R)-5,8-dibenzyloxy-4-(N-imidazolylthiocarbonyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]oct-6-ene (557099-63-5) → (1R,3R,5R,8R)-5,8-Bis(benzyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]octane (352422-96-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In acetonitrile; at 80 ℃; for 22h;

DOI:10.1039/b210439c

Reference yield: 61.0%

(1R,3R,4R,5R,8R)-5,8-Bis(benzyloxy)-4-hydroxy-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]oct-6-ene (352422-92-5) → (1R,3R,5R,8R)-5,8-Bis(benzyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]octane (352422-96-9)

Guidance literature:

(1R,3R,4R,5R,8R)-5,8-Bis(benzyloxy)-4-hydroxy-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]oct-6-ene; With 1,1'-Thiocarbonyldiimidazole; In toluene; acetonitrile;

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In acetonitrile;

DOI:10.1081/NCN-120022619

Reference yield: 50.0%

(1R,3R,4R,5R,8R)-5,8-Bis(benzyloxy)-4-pentafluorophenoxythiocarbonyloxy-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]oct-6-ene (352422-94-7) → (1R,3R,5R,8R)-5,8-Bis(benzyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]octane (352422-96-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 90 ℃; for 16h;

DOI:10.1039/b101364p

upstream raw materials:

(1R,3R,4R,5R,8R)-5,8-Bis(benzyloxy)-4-pentafluorophenoxythiocarbonyloxy-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]oct-6-ene

(1R,3R,4R,5R,8R)-5,8-dibenzyloxy-4-(N-imidazolylthiocarbonyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]oct-6-ene

(1R,3R,4R,5R,8R)-5,8-Bis(benzyloxy)-4-hydroxy-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]oct-6-ene

(1R,3R,4R,5R,8R)-4-Acetoxy-5,8-bis(benzyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]oct-6-ene