4-methoxyphenyl 2-O-(benzyl-d7)-4,6-O-cyclohexylidene-β-D-glucopyranoside

Base Information

• Chemical Name: 4-methoxyphenyl 2-O-(benzyl-d7)-4,6-O-cyclohexylidene-β-D-glucopyranoside
• CAS No.: 854735-93-6
• Molecular Formula: C₂₆H₃₂O₇
• Molecular Weight: 463.48

Synonyms:4-methoxyphenyl 2-O-(benzyl-d7)-4,6-O-cyclohexylidene-β-D-glucopyranoside

Chemical Property of 4-methoxyphenyl 2-O-(benzyl-d7)-4,6-O-cyclohexylidene-β-D-glucopyranoside

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Technology Process of 4-methoxyphenyl 2-O-(benzyl-d7)-4,6-O-cyclohexylidene-β-D-glucopyranoside

There total 5 articles about 4-methoxyphenyl 2-O-(benzyl-d7)-4,6-O-cyclohexylidene-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: 5.0%

4-methoxyphenyl 4,6-O-cyclohexylidene-β-D-glucopyranoside (854735-96-9) + perdeuteriobenzyl bromide (35656-93-0) → 4-methoxyphenyl 2-O-(benzyl-d7)-4,6-O-cyclohexylidene-β-D-glucopyranoside (854735-93-6) + C33(2)H14H24O7 + 4-methoxyphenyl 3-O-(benzyl-d7)-4,6-O-cyclohexylidene-β-D-glucopyranoside

Guidance literature:

With potassium iodide; silver(l) oxide; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 45h;

DOI:10.1016/j.tet.2007.10.087

Reference yield:

C35H45(2)H7O7Si → 4-methoxyphenyl 2-O-(benzyl-d7)-4,6-O-cyclohexylidene-β-D-glucopyranoside (854735-93-6)

Guidance literature:

With tetrabutyl ammonium fluoride;

DOI:10.1016/j.tetlet.2005.03.066

Reference yield:

p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (2872-65-3,14581-81-8,17042-40-9,84380-06-3,105260-62-6) → 4-methoxyphenyl 2-O-(benzyl-d7)-4,6-O-cyclohexylidene-β-D-glucopyranoside (854735-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1: TBAF

With tetrabutyl ammonium fluoride;

DOI:10.1016/j.tetlet.2005.03.066

upstream raw materials:

4-methoxyphenyl 4,6-O-cyclohexylidene-β-D-glucopyranoside

perdeuteriobenzyl bromide

p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

4-methoxy-phenol

Downstream raw materials:

2-naphthaldehyde (4-methoxyphenyl 2-O-[D7]benzyl-4,6-O-cyclohexylidene-β-D-glucopyranosid-3-yl) (methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-1-thio-β-D-glucopyranosid-2-yl) acetal

2-naphthaldehyde (4-methoxyphenyl 2-O-[D7]benzyl-4,6-O-cyclohexylidene-β-D-glucopyranosid-3-yl) (methyl 3-O-triisopropylsilyl-4,6-O-cyclohexylidene-1-thio-β-D-glucopyranosid-2-yl) acetal

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