5-O-(tert-butyldiphenylsilyl)-3-C-(2'-hydroxyethyl)-3-deoxy-1,2-O-isopropylidene-β-D-lyxofuranose

Base Information

Chemical Name:5-O-(tert-butyldiphenylsilyl)-3-C-(2'-hydroxyethyl)-3-deoxy-1,2-O-isopropylidene-β-D-lyxofuranose
CAS No.:162517-92-2
Molecular Formula:C₂₆H₃₆O₅Si
Molecular Weight:456.654
Hs Code.:

Synonyms:5-O-(tert-butyldiphenylsilyl)-3-C-(2'-hydroxyethyl)-3-deoxy-1,2-O-isopropylidene-β-D-lyxofuranose

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Chemical Property of 5-O-(tert-butyldiphenylsilyl)-3-C-(2'-hydroxyethyl)-3-deoxy-1,2-O-isopropylidene-β-D-lyxofuranose

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Technology Process of 5-O-(tert-butyldiphenylsilyl)-3-C-(2'-hydroxyethyl)-3-deoxy-1,2-O-isopropylidene-β-D-lyxofuranose

There total 9 articles about 5-O-(tert-butyldiphenylsilyl)-3-C-(2'-hydroxyethyl)-3-deoxy-1,2-O-isopropylidene-β-D-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: 88.0%

: 123107-60-8
5-O-(tert-butyldiphenylsilyl)-3-C-(carbomethoxymethyl)-3-deoxy-1,2-O-isopropylidene-β-D-lyxofuranose

: 162517-92-2
5-O-(tert-butyldiphenylsilyl)-3-C-(2'-hydroxyethyl)-3-deoxy-1,2-O-isopropylidene-β-D-lyxofuranose

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Ambient temperature;
DOI:10.1016/0040-4020(94)01009-O

Reference yield:

: 5-O-[tert-butyl(diphenyl)silyl]-3-deoxy-3-(2-ethoxy-2-oxoethyl)-1,2-O-isopropylidene-α-L-ribofuranose

: 5-O-[tert-butyl(diphenyl)silyl]-3-deoxy-3-(2-ethoxy-2-oxoethyl)-1,2-O-isopropylidene-β-D-lyxofuranose

: 1008742-79-7
5-O-[tert-butyl(diphenyl)silyl]-3-deoxy-3-(2-hydroxyethyl)-1,2-O-isopropylidene-α-L-ribofuranose

: 162517-92-2
5-O-(tert-butyldiphenylsilyl)-3-C-(2'-hydroxyethyl)-3-deoxy-1,2-O-isopropylidene-β-D-lyxofuranose

Guidance literature:: 5-O-[tert-butyl(diphenyl)silyl]-3-deoxy-3-(2-ethoxy-2-oxoethyl)-1,2-O-isopropylidene-α-L-ribofuranose; 5-O-[tert-butyl(diphenyl)silyl]-3-deoxy-3-(2-ethoxy-2-oxoethyl)-1,2-O-isopropylidene-β-D-lyxofuranose; With lithium aluminium tetrahydride; In tetrahydrofuran; at -50 - 0 ℃; for 0.5h;

With water; ammonium chloride; In tetrahydrofuran; ethyl acetate; at -50 - 20 ℃; for 12h;

Reference yield:

: 114738-04-4
(3aS,5R,6R,6aS)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

: 162517-92-2
5-O-(tert-butyldiphenylsilyl)-3-C-(2'-hydroxyethyl)-3-deoxy-1,2-O-isopropylidene-β-D-lyxofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: pyridinium perchlorate, 3A molecular sieve / CH₂Cl₂ / 4 h / Ambient temperature

2: benzene / 4 h / Heating

3: H₂ / 10percent Pd/C / ethyl acetate / 48 h / Ambient temperature

4: 88 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

With lithium aluminium tetrahydride; 3 A molecular sieve; hydrogen; pyridinium perchlorate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; benzene;
DOI:10.1016/0040-4020(94)01009-O