2,4,6-trideoxy-2,4-di-C-methyl-1-O-benzoyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-dulcite

Base Information

Chemical Name:2,4,6-trideoxy-2,4-di-C-methyl-1-O-benzoyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-dulcite
CAS No.:135589-29-6
Molecular Formula:C₂₉H₄₄O₅Si
Molecular Weight:500.751
Hs Code.:

Synonyms:2,4,6-trideoxy-2,4-di-C-methyl-1-O-benzoyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-dulcite

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Chemical Property of 2,4,6-trideoxy-2,4-di-C-methyl-1-O-benzoyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-dulcite

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Technology Process of 2,4,6-trideoxy-2,4-di-C-methyl-1-O-benzoyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-dulcite

There total 8 articles about 2,4,6-trideoxy-2,4-di-C-methyl-1-O-benzoyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-dulcite 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: 100.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 135589-28-5
2,4,6-trideoxy-2,4-di-C-methyl-3-O-(p-methoxybenzyl)-1-O-benzoyl-D-dulcite

: 135589-29-6
2,4,6-trideoxy-2,4-di-C-methyl-1-O-benzoyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-dulcite

Guidance literature:: With triethylamine; In dichloromethane; at -25 ℃; for 0.166667h;
DOI:10.1007/BF00960425

Reference yield:

: 81076-93-9,101628-76-6,135681-50-4
(3R,4S,5S,6R)-4-Benzyloxy-2-methoxy-3,5,6-trimethyl-tetrahydro-pyran

: 135589-29-6
2,4,6-trideoxy-2,4-di-C-methyl-1-O-benzoyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-dulcite

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / Raney nickel / methanol / 2 h / Heating

2: 81.2 percent / p-toluenesulfonic acid pyridinium salt (PPTS) / 4 h / Heating

3: 1.) NaH / 1.) DMF, 1 h, 2.) DMF, 12 h

4: 1.) t-BuOK, 2.) Hg(OAc)2 / 1.) DMSO, 100 deg C, 2 h, 2.) acetone, H₂O, 17 h

5: 70.5 percent / NaBH₄ / ethanol

6: 93 percent / pyridine / 1 h / -35 °C

7: 100 percent / triethylamine / CH₂Cl₂ / 0.17 h / -25 °C

With pyridine; sodium tetrahydroborate; potassium tert-butylate; mercury(II) diacetate; pyridinium p-toluenesulfonate; nickel; sodium hydride; triethylamine; In methanol; ethanol; dichloromethane;
DOI:10.1007/BF00960425

Reference yield:

: 98-88-4
benzoyl chloride

: 135589-29-6
2,4,6-trideoxy-2,4-di-C-methyl-1-O-benzoyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-dulcite

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / pyridine / 1 h / -35 °C

2: 100 percent / triethylamine / CH₂Cl₂ / 0.17 h / -25 °C

With pyridine; triethylamine; In dichloromethane;
DOI:10.1007/BF00960425