5-O-(tert-butyldiphenylsilyl)-3-deoxy-1,2-O-isopropylidene-β-L-treopentofuranose

Base Information

• Chemical Name: 5-O-(tert-butyldiphenylsilyl)-3-deoxy-1,2-O-isopropylidene-β-L-treopentofuranose
• CAS No.: 150950-21-3
• Molecular Formula: C₂₄H₃₂O₄Si
• Molecular Weight: 412.601
• Mol file: 150950-21-3.mol

Synonyms:5-O-(tert-butyldiphenylsilyl)-3-deoxy-1,2-O-isopropylidene-β-L-treopentofuranose

Chemical Property of 5-O-(tert-butyldiphenylsilyl)-3-deoxy-1,2-O-isopropylidene-β-L-treopentofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-O-(tert-butyldiphenylsilyl)-3-deoxy-1,2-O-isopropylidene-β-L-treopentofuranose

There total 9 articles about 5-O-(tert-butyldiphenylsilyl)-3-deoxy-1,2-O-isopropylidene-β-L-treopentofuranose 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: 95.0%

5-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-3-O-(phenoxythiocarbonyl)-β-L-arabinofuranose (150943-34-3) → 5-O-(tert-butyldiphenylsilyl)-3-deoxy-1,2-O-isopropylidene-β-L-treopentofuranose (150950-21-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 90 ℃; for 6h;

DOI:10.1021/jm00035a018

Reference yield: 84.0%

dithiocarbonic acid O-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl] ester S-methyl ester (475134-51-1) → 5-O-(tert-butyldiphenylsilyl)-3-deoxy-1,2-O-isopropylidene-β-L-treopentofuranose (150950-21-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 5h; Heating;

DOI:10.1021/ol020112q

Reference yield:

C25H31F3O7SSi → 5-O-(tert-butyldiphenylsilyl)-3-deoxy-1,2-O-isopropylidene-β-L-treopentofuranose (150950-21-3)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.carres.2013.07.017

upstream raw materials:

5-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-3-O-(phenoxythiocarbonyl)-β-L-arabinofuranose

dithiocarbonic acid O-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl] ester S-methyl ester

(3aR,5S,6S,6aR)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol

L-arabinose

Downstream raw materials:

(R)-1-((tert-butyldiphenylsilyl)oxy)-4-chloro-2-(methoxymethoxy)butane

(R)-1-O-(tert-butyldiphenylsilyl)-1,2,4-butanetriol

(R)-1-O-(tert-butyldiphenylsilyl)-4-chloro-1,2-butanediol

5-aminomethyl-6a-methoxy-hexahydro-furo[2,3-d]imidazol-2-one