1-deoxy-1-ethynyl-5-O-tert-butyldiphenylsilyl-2,3-O-isopropyridene-β-D-ribofuranose

Base Information

Chemical Name:1-deoxy-1-ethynyl-5-O-tert-butyldiphenylsilyl-2,3-O-isopropyridene-β-D-ribofuranose
CAS No.:1415646-62-6
Molecular Formula:C₂₆H₃₂O₄Si
Molecular Weight:436.623
Hs Code.:

Synonyms:1-deoxy-1-ethynyl-5-O-tert-butyldiphenylsilyl-2,3-O-isopropyridene-β-D-ribofuranose

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Chemical Property of 1-deoxy-1-ethynyl-5-O-tert-butyldiphenylsilyl-2,3-O-isopropyridene-β-D-ribofuranose

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Technology Process of 1-deoxy-1-ethynyl-5-O-tert-butyldiphenylsilyl-2,3-O-isopropyridene-β-D-ribofuranose

There total 6 articles about 1-deoxy-1-ethynyl-5-O-tert-butyldiphenylsilyl-2,3-O-isopropyridene-β-D-ribofuranose 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: 81.0%

: 58918-66-4
(2,3-O-isopropylidene-β-D-ribofuranosyl)acetylene

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1415646-62-6
1-deoxy-1-ethynyl-5-O-tert-butyldiphenylsilyl-2,3-O-isopropyridene-β-D-ribofuranose

Guidance literature:: With 1H-imidazole; dmap; In acetonitrile; at 20 ℃; for 2h;
DOI:10.1021/acs.joc.6b00323

Reference yield: 67.0%

: 1-deoxy-1-methoxycarbonyl-5-O-tert-butyldiphenylsilyl-2,3-O-isopropyridene-β-D-ribofuranose

: 1415646-62-6
1-deoxy-1-ethynyl-5-O-tert-butyldiphenylsilyl-2,3-O-isopropyridene-β-D-ribofuranose

Guidance literature:: 1-deoxy-1-methoxycarbonyl-5-O-tert-butyldiphenylsilyl-2,3-O-isopropyridene-β-D-ribofuranose; With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;

With dimethyl 1-(1-diazo-2-oxopropyl)phosphonate; potassium carbonate; In methanol; dichloromethane; at 20 ℃;
DOI:10.1016/j.tetlet.2012.10.053

Reference yield:

: 1-deoxy-1-methoxycarbonyl-5-O-tert-butyldiphenylsilyl-β-D-ribofuranose

: 1415646-62-6
1-deoxy-1-ethynyl-5-O-tert-butyldiphenylsilyl-2,3-O-isopropyridene-β-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / acetone

2.1: diisobutylaluminium hydride / dichloromethane / -78 °C

2.2: 20 °C

With diisobutylaluminium hydride; toluene-4-sulfonic acid; In dichloromethane; acetone;
DOI:10.1016/j.tetlet.2012.10.053