5-O-tert-butyldiphenylsilyl-3-C-hydroxymethyl-1,2-O-isopropylidene-β-L-lyxofuranose

Base Information

Chemical Name:5-O-tert-butyldiphenylsilyl-3-C-hydroxymethyl-1,2-O-isopropylidene-β-L-lyxofuranose
CAS No.:103763-18-4
Molecular Formula:C₂₅H₃₄O₆Si
Molecular Weight:458.627
Hs Code.:

Synonyms:5-O-tert-butyldiphenylsilyl-3-C-hydroxymethyl-1,2-O-isopropylidene-β-L-lyxofuranose

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Chemical Property of 5-O-tert-butyldiphenylsilyl-3-C-hydroxymethyl-1,2-O-isopropylidene-β-L-lyxofuranose

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Technology Process of 5-O-tert-butyldiphenylsilyl-3-C-hydroxymethyl-1,2-O-isopropylidene-β-L-lyxofuranose

There total 6 articles about 5-O-tert-butyldiphenylsilyl-3-C-hydroxymethyl-1,2-O-isopropylidene-β-L-lyxofuranose 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: 94.0%

: 103763-17-3
5-O-tert-butyldiphenylsilyl-3-C-formyl-1,2-O-isopropylidene-β-L-lyxofuranose

: 103763-18-4
5-O-tert-butyldiphenylsilyl-3-C-hydroxymethyl-1,2-O-isopropylidene-β-L-lyxofuranose

Guidance literature:: With sodium tetrahydroborate; In methanol; ethyl acetate; for 0.25h; Ambient temperature;

Reference yield:

: 10323-20-3
D-Arabinose

: 103763-18-4
5-O-tert-butyldiphenylsilyl-3-C-hydroxymethyl-1,2-O-isopropylidene-β-L-lyxofuranose

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) imidazole, 2.) sulfuric acid, copper(II) sulfate / 1.) DMF, 60 deg C, 2 h, 2.) room temperature, 17 h

2: 84 percent / Chromium(VI) oxide, pyridine / CH₂Cl₂; acetic anhydride / 0.17 h / Ambient temperature

3: 85 percent / butyllithium / hexane; tetrahydrofuran / -78 deg C -> room temperature, 2 h

4: 88 percent / iodomethane, calcium carbonate / acetonitrile; H₂O / 3 h / 55 °C

5: 94 percent / sodium borohydride / methanol; ethyl acetate / 0.25 h / Ambient temperature

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; n-butyllithium; sulfuric acid; copper(II) sulfate; calcium carbonate; methyl iodide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetic anhydride; ethyl acetate; acetonitrile;

Reference yield:

: 103763-14-0
(3aR,5S,6S,6aR)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol

: 103763-18-4
5-O-tert-butyldiphenylsilyl-3-C-hydroxymethyl-1,2-O-isopropylidene-β-L-lyxofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / Chromium(VI) oxide, pyridine / CH₂Cl₂; acetic anhydride / 0.17 h / Ambient temperature

2: 85 percent / butyllithium / hexane; tetrahydrofuran / -78 deg C -> room temperature, 2 h

3: 88 percent / iodomethane, calcium carbonate / acetonitrile; H₂O / 3 h / 55 °C

4: 94 percent / sodium borohydride / methanol; ethyl acetate / 0.25 h / Ambient temperature

With pyridine; chromium(VI) oxide; sodium tetrahydroborate; n-butyllithium; calcium carbonate; methyl iodide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetic anhydride; ethyl acetate; acetonitrile;