methyl 3,4-bis-O-(4-methoxybenzyl)-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

Base Information

Chemical Name:methyl 3,4-bis-O-(4-methoxybenzyl)-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside
CAS No.:863554-27-2
Molecular Formula:C₂₉H₄₄O₉Si
Molecular Weight:564.748
Hs Code.:

Synonyms:methyl 3,4-bis-O-(4-methoxybenzyl)-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

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Chemical Property of methyl 3,4-bis-O-(4-methoxybenzyl)-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

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Technology Process of methyl 3,4-bis-O-(4-methoxybenzyl)-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

There total 12 articles about methyl 3,4-bis-O-(4-methoxybenzyl)-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside 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%

: 863554-26-1
methyl 6-O-[(tert-butyl)dimethylsilyl]-3,4-bis-O-(4-methoxybenzyl)-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

: 863554-27-2
methyl 3,4-bis-O-(4-methoxybenzyl)-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1002/hlca.200590099

Reference yield:

: 863554-17-0
(3aR,4R,6S,7aR)-4-Benzyloxymethyl-6-methoxy-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one

: 863554-27-2
methyl 3,4-bis-O-(4-methoxybenzyl)-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: 88 percent / NaBH₄ / ethanol / 0.5 h / 0 °C

2.1: 80 percent / KH / tetrahydrofuran / 1 h

3.1: 80 percent / acetic acid; H₂O / 4.5 h / 20 °C

4.1: 84 percent / H₂ / Pd/C / ethanol / 1 h

5.1: 90 percent / 1H-imidazole / CH₂Cl₂ / 1 h

6.1: sodium hexamethyldisilazanide / tetrahydrofuran / 1 h / 0 °C

6.2: 70 percent / Bu₄NI / tetrahydrofuran / 72 h

7.1: 88 percent / Bu₄NF / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; potassium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; acetic acid;
DOI:10.1002/hlca.200590099

Reference yield:

: 863554-22-7
methyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside

: 863554-27-2
methyl 3,4-bis-O-(4-methoxybenzyl)-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: 100 percent / 4-methylmorpholine 4-oxide; tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h

2.1: 88 percent / NaBH₄ / ethanol / 0.5 h / 0 °C

3.1: 80 percent / KH / tetrahydrofuran / 1 h

4.1: 80 percent / acetic acid; H₂O / 4.5 h / 20 °C

5.1: 84 percent / H₂ / Pd/C / ethanol / 1 h

6.1: 90 percent / 1H-imidazole / CH₂Cl₂ / 1 h

7.1: sodium hexamethyldisilazanide / tetrahydrofuran / 1 h / 0 °C

7.2: 70 percent / Bu₄NI / tetrahydrofuran / 72 h

8.1: 88 percent / Bu₄NF / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; potassium hydride; 4-methylmorpholine N-oxide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; acetic acid;
DOI:10.1002/hlca.200590099