alpha-D-Ribofuranose, 5-O-[(1,1-dimethylethyl)dimethylsilyl]-2,3-O-(1-methylethylidene)-

Base Information

• Chemical Name: alpha-D-Ribofuranose, 5-O-[(1,1-dimethylethyl)dimethylsilyl]-2,3-O-(1-methylethylidene)-
• CAS No.: 75921-21-0
• Molecular Formula: C₁₄H₂₈O₅Si
• Molecular Weight: 304.459
• Mol file: 75921-21-0.mol

Synonyms:Furo[3,4-d]-1,3-dioxole,a-D-ribofuranose deriv.

Chemical Property of alpha-D-Ribofuranose, 5-O-[(1,1-dimethylethyl)dimethylsilyl]-2,3-O-(1-methylethylidene)-

Chemical Property:

• PSA: 57.15000
• LogP: 2.24550

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of alpha-D-Ribofuranose, 5-O-[(1,1-dimethylethyl)dimethylsilyl]-2,3-O-(1-methylethylidene)-

There total 7 articles about alpha-D-Ribofuranose, 5-O-[(1,1-dimethylethyl)dimethylsilyl]-2,3-O-(1-methylethylidene)- 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: 98.0%

6-hydroxymethyl-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol (70266-87-4) + tert-butyldimethylsilyl chloride (18162-48-6) → 5-O-[(1,1-dimethylethyl)dimethysilyl]-2,3-O-(1-methylethylidene)-D-ribofuranose (75921-21-0)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃;

DOI:10.1055/s-2007-970767

Reference yield: 15.0%

Benzyl-5-O-tert-butyldimethylsilyl-2,3-O-isopropyliden-β-D-ribofuranosid (75921-19-6) → 5-O-<(1,1-dimethylethyl)dimethylsilyl>-2,3-O-(1-methylethylidene)-β-D-ribofuranose (75921-20-9) + 5-O-[(1,1-dimethylethyl)dimethysilyl]-2,3-O-(1-methylethylidene)-D-ribofuranose (75921-21-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; Title compound not separated from byproducts; Ambient temperature;

Reference yield:

2,3-O-isopropylidene-D-ribofuranose (67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 5-O-<(1,1-dimethylethyl)dimethylsilyl>-2,3-O-(1-methylethylidene)-β-D-ribofuranose (75921-20-9) + 5-O-[(1,1-dimethylethyl)dimethysilyl]-2,3-O-(1-methylethylidene)-D-ribofuranose (75921-21-0)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 3h;

upstream raw materials:

Benzyl-5-O-tert-butyldimethylsilyl-2,3-O-isopropyliden-β-D-ribofuranosid

6-hydroxymethyl-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol

tert-butyldimethylsilyl chloride

D-Ribose

Downstream raw materials:

C₂₃H₃₈O₆Si

C₂₂H₃₆O₄Si

C₂₀H₃₂O₄Si

C₂₀H₃₄O₄Si