allyl 2',3'-di-O-benzyl-6'-O-p-methoxybenzyl-4'-O-methyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:allyl 2',3'-di-O-benzyl-6'-O-p-methoxybenzyl-4'-O-methyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:1385047-55-1
Molecular Formula:C₅₉H₆₆O₁₂
Molecular Weight:967.166
Hs Code.:

Synonyms:allyl 2',3'-di-O-benzyl-6'-O-p-methoxybenzyl-4'-O-methyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of allyl 2',3'-di-O-benzyl-6'-O-p-methoxybenzyl-4'-O-methyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of allyl 2',3'-di-O-benzyl-6'-O-p-methoxybenzyl-4'-O-methyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 8 articles about allyl 2',3'-di-O-benzyl-6'-O-p-methoxybenzyl-4'-O-methyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 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: 86.2%

: 1385047-51-7
allyl 2',3'-di-O-benzyl-6'-O-p-methoxybenzyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 74-88-4
methyl iodide

: 1385047-55-1
allyl 2',3'-di-O-benzyl-6'-O-p-methoxybenzyl-4'-O-methyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: allyl 2',3'-di-O-benzyl-6'-O-p-methoxybenzyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; mineral oil; at 0 ℃;
DOI:10.1039/c2cc30805c

Reference yield:

: 18464-08-9,66073-13-0,71623-44-4,101981-29-7,109922-72-7,109922-73-8,132287-75-3,132287-76-4,132287-78-6,132303-63-0,134311-82-3,134333-39-4
2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranose

: 1385047-55-1
allyl 2',3'-di-O-benzyl-6'-O-p-methoxybenzyl-4'-O-methyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / 20 °C

2.1: boron trifluoride diethyl etherate / dichloromethane / -78 - 20 °C / Molecular sieve

3.1: sodium methylate / methanol; dichloromethane / 0 - 20 °C

4.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 4 h / 40 °C / 30 Torr

5.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

5.2: 5 h / 0 °C / Reflux

6.1: sodium cyanoborohydride / N,N-dimethyl-formamide / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

6.2: 0 °C / Molecular sieve; Inert atmosphere

7.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

7.2: 0 °C

With boron trifluoride diethyl etherate; sodium methylate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1039/c2cc30805c

Reference yield:

: 92052-38-5,106256-81-9,106256-89-7,126736-02-5,132287-70-8,132287-71-9,139403-73-9,130703-21-8
4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl trichloracetimidate

: 1385047-55-1
allyl 2',3'-di-O-benzyl-6'-O-p-methoxybenzyl-4'-O-methyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / -78 - 20 °C / Molecular sieve

2.1: sodium methylate / methanol; dichloromethane / 0 - 20 °C

3.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 4 h / 40 °C / 30 Torr

4.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

4.2: 5 h / 0 °C / Reflux

5.1: sodium cyanoborohydride / N,N-dimethyl-formamide / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

5.2: 0 °C / Molecular sieve; Inert atmosphere

6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

6.2: 0 °C

With boron trifluoride diethyl etherate; sodium methylate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1039/c2cc30805c