.alpha.-D-Ribofuranoside, methyl 2,3,5-tris-O-(trimethylsilyl)-

Base Information

• Chemical Name: .alpha.-D-Ribofuranoside, methyl 2,3,5-tris-O-(trimethylsilyl)-
• CAS No.: 56227-32-8
• Molecular Formula: C₁₅H₃₆O₅Si₃
• Molecular Weight: 380.704
• Mol file: 56227-32-8.mol

Synonyms:.alpha.-D-Ribofuranoside, methyl 2,3,5-tris-O-(trimethylsilyl)-

Chemical Property of .alpha.-D-Ribofuranoside, methyl 2,3,5-tris-O-(trimethylsilyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of .alpha.-D-Ribofuranoside, methyl 2,3,5-tris-O-(trimethylsilyl)-

There total 2 articles about .alpha.-D-Ribofuranoside, methyl 2,3,5-tris-O-(trimethylsilyl)- 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:

trimethylsilyl 2,2,2-trifluoro-N-(trimethylsilyl)acetimidate (25561-30-2) + methyl α-L-arabinofuranoside (3795-68-4) → (2R,3R,4S,5S)-2-Methoxy-3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan (56227-32-8,56271-62-6,56271-63-7,56390-03-5,78950-70-6)

Guidance literature:

In acetonitrile; at 78 - 80 ℃; for 3h;

DOI:10.1021/jo00381a030

Reference yield:

trimethylsilyl 2,2,2-trifluoro-N-(trimethylsilyl)acetimidate (25561-30-2) + methyl β-L-arabinofuranoside (3795-69-5) → β-Araf, 1-methyl 2,3,5-tris-O-TMS (56227-32-8,56271-62-6,56271-63-7,56390-03-5,78950-70-6)

Guidance literature:

In acetonitrile; at 78 - 80 ℃; for 3h;

DOI:10.1021/jo00381a030

Reference yield:

trimethylsilyl triphenyl methyl ether (50653-07-1) + 2,3,5-tris(O-trimethylsilyl)-O-methyl-β-D-ribofuranose (56227-32-8,56271-62-6,56271-63-7,56390-03-5,78950-70-6) → Hexamethyldisiloxane (107-46-0) + 2,3-bis(O-trimethylsilyl)-5-O-trityl-O-methyl-β-D-ribofuranose (78950-71-7,78950-73-9) + 2,3-bis(O-trimethylsilyl)-5-O-trityl-O-methyl-α-D-ribofuranose (78950-71-7,78950-73-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(01)93289-7

upstream raw materials:

trimethylsilyl 2,2,2-trifluoro-N-(trimethylsilyl)acetimidate

methyl α-L-arabinofuranoside

methyl β-L-arabinofuranoside

Downstream raw materials:

Hexamethyldisiloxane

2,3-bis(O-trimethylsilyl)-5-O-trityl-O-methyl-β-D-ribofuranose

2,3-bis(O-trimethylsilyl)-5-O-trityl-O-methyl-α-D-ribofuranose