3-methoxybenzyl 2-deoxy-2-iodo-3,4,6-tri-O-acetyl-α-D-glucopyranoside

Base Information

• Chemical Name: 3-methoxybenzyl 2-deoxy-2-iodo-3,4,6-tri-O-acetyl-α-D-glucopyranoside
• CAS No.: 1258282-05-1
• Molecular Formula: C₂₀H₂₅IO₉
• Molecular Weight: 536.318
• Mol file: 1258282-05-1.mol

Synonyms:3-methoxybenzyl 2-deoxy-2-iodo-3,4,6-tri-O-acetyl-α-D-glucopyranoside

Chemical Property of 3-methoxybenzyl 2-deoxy-2-iodo-3,4,6-tri-O-acetyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of 3-methoxybenzyl 2-deoxy-2-iodo-3,4,6-tri-O-acetyl-α-D-glucopyranoside

There total 2 articles about 3-methoxybenzyl 2-deoxy-2-iodo-3,4,6-tri-O-acetyl-α-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: 45.0%

3-methoxybenzyl alcohol (6971-51-3) + D-glucal triacetate (2873-29-2) → 3-methoxybenzyl 2-deoxy-2-iodo-3,4,6-tri-O-acetyl-α-D-glucopyranoside (1258282-05-1) + 3-methoxybenzyl 2-deoxy-2-iodo-3,4,6-tri-O-acetyl-β-D-glucopyranoside

Guidance literature:

With N-iodo-succinimide; C₄₀H₅₈CoN₂O₆^(1-)*H⁽¹⁺⁾; In dichloromethane; at 20 ℃; for 48h; Overall yield = 55 %; diastereoselective reaction; Molecular sieve; Darkness; Inert atmosphere;

DOI:10.1055/s-0037-1611810

Reference yield:

3-methoxybenzyl alcohol (6971-51-3) + 3,4,6-tri-O-acetyl-D-glucal → 3-methoxybenzyl 2-deoxy-2-iodo-3,4,6-tri-O-acetyl-α-D-glucopyranoside (1258282-05-1) + 3-methoxybenzyl 2-deoxy-2-iodo-3,4,6-tri-O-acetyl-β-D-glucopyranoside

Guidance literature:

With iodine; copper diacetate; In dichloromethane; at 10 - 20 ℃; for 3h; optical yield given as %de; stereoselective reaction; Molecular sieve;

DOI:10.1016/j.carres.2010.08.020

upstream raw materials:

3-methoxybenzyl alcohol

D-glucal triacetate