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

Base Information

Chemical Name:2,4,6-trideoxy-2,4-di-C-methyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-galactose
CAS No.:135589-31-0
Molecular Formula:C₂₂H₃₈O₄Si
Molecular Weight:394.627
Hs Code.:

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

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

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

There total 12 articles about 2,4,6-trideoxy-2,4-di-C-methyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-galactose 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%

: 135589-30-9
2,4,6-trideoxy-2,4-di-C-methyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-dulcite

: 135589-31-0
2,4,6-trideoxy-2,4-di-C-methyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-galactose

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃; for 0.5h;
DOI:10.1007/BF00960425

Reference yield: 85.0%

: 135589-33-2
4,6,8-trideoxy-4,6-di-C-methyl-5-O-(p-methoxybenzyl)-7-O-(tert-butyldimethylsilyl)-D-threo-L-idooctanoic acid ethyl ester

: 135589-31-0
2,4,6-trideoxy-2,4-di-C-methyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-galactose

Guidance literature:: With sodium periodate; In tetrahydrofuran; for 0.333333h;
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

: 135589-31-0
2,4,6-trideoxy-2,4-di-C-methyl-3-O-(p-methoxybenzyl)-5-O-(tert-butyldimethylsilyl)-D-galactose

Guidance literature:: Multi-step reaction with 9 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

8: 92 percent / 15percent aq. NaOH / ethanol / 0.5 h / Heating

9: 100 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.5 h / -60 °C

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