methyl (2,3-di-O-acetyl-3-C-(benzyloxymethyl)-β-D-erythrofuranosyl)-(1->2) (methyl 3,4-O-isopropylidene-α-D-galactopyranosid)uronate

Base Information

Chemical Name:methyl (2,3-di-O-acetyl-3-C-(benzyloxymethyl)-β-D-erythrofuranosyl)-(1->2) (methyl 3,4-O-isopropylidene-α-D-galactopyranosid)uronate
CAS No.:801320-31-0
Molecular Formula:C₂₇H₃₆O₁₃
Molecular Weight:568.575
Hs Code.:

Synonyms:methyl (2,3-di-O-acetyl-3-C-(benzyloxymethyl)-β-D-erythrofuranosyl)-(1->2) (methyl 3,4-O-isopropylidene-α-D-galactopyranosid)uronate

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Chemical Property of methyl (2,3-di-O-acetyl-3-C-(benzyloxymethyl)-β-D-erythrofuranosyl)-(1->2) (methyl 3,4-O-isopropylidene-α-D-galactopyranosid)uronate

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Technology Process of methyl (2,3-di-O-acetyl-3-C-(benzyloxymethyl)-β-D-erythrofuranosyl)-(1->2) (methyl 3,4-O-isopropylidene-α-D-galactopyranosid)uronate

There total 6 articles about methyl (2,3-di-O-acetyl-3-C-(benzyloxymethyl)-β-D-erythrofuranosyl)-(1->2) (methyl 3,4-O-isopropylidene-α-D-galactopyranosid)uronate 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: 83.5%

: 25253-47-8
methyl (methyl 3,4-O-isopropylidene-α-D-galactopyranoside)uronate

: p-tolyl 2,3-di-O-acetyl-3-C-(benzyloxymethyl)-1-thio-α-D-erythrofuranoside

: 801320-31-0
methyl (2,3-di-O-acetyl-3-C-(benzyloxymethyl)-β-D-erythrofuranosyl)-(1->2) (methyl 3,4-O-isopropylidene-α-D-galactopyranosid)uronate

Guidance literature:: With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.166667h;
DOI:10.1016/j.carres.2004.08.004

Reference yield: 72.7%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 801320-29-6
methyl (2,3-di-O-acetyl-3-C-(benzyloxymethyl)-β-D-erythrofuranosyl)-(1->2)-3,4-O-isopropylidene-α-D-galactopyranoside

: 801320-31-0
methyl (2,3-di-O-acetyl-3-C-(benzyloxymethyl)-β-D-erythrofuranosyl)-(1->2) (methyl 3,4-O-isopropylidene-α-D-galactopyranosid)uronate

Guidance literature:: methyl (2,3-di-O-acetyl-3-C-(benzyloxymethyl)-β-D-erythrofuranosyl)-(1->2)-3,4-O-isopropylidene-α-D-galactopyranoside; With 2,2,6,6-tetramethyl-piperidine-N-oxyl; tetrabutyl-ammonium chloride; potassium bromide; In dichloromethane; water; for 1h;

diazomethane; In diethyl ether; chloroform;
DOI:10.1016/j.carres.2004.08.004

Reference yield:

: 114217-36-6
methyl 3,4-O-isopropylidene-6-O-tert-butyldiphenylsilyl-α-D-galactopyranoside

: 801320-31-0
methyl (2,3-di-O-acetyl-3-C-(benzyloxymethyl)-β-D-erythrofuranosyl)-(1->2) (methyl 3,4-O-isopropylidene-α-D-galactopyranosid)uronate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 58.7 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.17 h / 25 °C

2.1: 82.1 percent / tetrabutyl ammonium fluoride / tetrahydrofuran / 4.5 h / 0 °C

3.1: TEMPO; KBr; nBu₄NCl / CH₂Cl₂; H₂O / 1 h

3.2: 72.7 percent / diethyl ether; CHCl₃

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; tetrabutyl-ammonium chloride; potassium bromide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.carres.2004.08.004