5-O-tert-butyldiphenylsilyl-3-C-trichloromethyl-1,2-O-isopropylidene-β-D-lyxofuranose

Base Information

Chemical Name:5-O-tert-butyldiphenylsilyl-3-C-trichloromethyl-1,2-O-isopropylidene-β-D-lyxofuranose
CAS No.:352541-83-4
Molecular Formula:C₂₅H₃₁Cl₃O₅Si
Molecular Weight:545.963
Hs Code.:

Synonyms:5-O-tert-butyldiphenylsilyl-3-C-trichloromethyl-1,2-O-isopropylidene-β-D-lyxofuranose

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

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

There total 1 articles about 5-O-tert-butyldiphenylsilyl-3-C-trichloromethyl-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:

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

: 352541-83-4
5-O-tert-butyldiphenylsilyl-3-C-trichloromethyl-1,2-O-isopropylidene-β-D-lyxofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / CrO₃; pyridine; Ac₂O / CH₂Cl₂ / 0.5 h / 0 °C

2: 54 percent / LiHMDS / tetrahydrofuran / 3 h / -78 °C

With pyridine; chromium(VI) oxide; acetic anhydride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo010299j

Reference yield: 96.0%

: 67-56-1
methanol

: 352541-83-4
5-O-tert-butyldiphenylsilyl-3-C-trichloromethyl-1,2-O-isopropylidene-β-D-lyxofuranose

: 352541-84-5
3-C-azido-5-O-tert-butyldiphenylsilyl-1,2-O-isopropylidene-3-C-methoxycarbonyl-β-D-arabinofuranose

Guidance literature:: With sodium azide; 18-crown-6 ether; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 50 ℃;
DOI:10.1016/j.tet.2012.03.087

Reference yield:

: 352541-83-4
5-O-tert-butyldiphenylsilyl-3-C-trichloromethyl-1,2-O-isopropylidene-β-D-lyxofuranose

: 352541-86-7
3-C-azido-5-O-tert-butyldiphenylsilyl-1,2-O-isopropylidene-3-C-hydroxymethyl-β-D-arabinofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / NaN₃; 18-crown-6; DBU / 1 h / 50 °C

2: 66 percent / NaBH₄ / aq. ethanol / 12 h / 5 °C

With sodium tetrahydroborate; sodium azide; 18-crown-6 ether; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol;
DOI:10.1021/jo010299j