allyl 4,6-di-O-acetyl-2-O-(2-azidomethyl)benzoyl-3-O-benzoyl-α-D-glucopyranoside

Base Information

Chemical Name:allyl 4,6-di-O-acetyl-2-O-(2-azidomethyl)benzoyl-3-O-benzoyl-α-D-glucopyranoside
CAS No.:676530-78-2
Molecular Formula:C₂₈H₂₉N₃O₁₀
Molecular Weight:567.552
Hs Code.:

Synonyms:allyl 4,6-di-O-acetyl-2-O-(2-azidomethyl)benzoyl-3-O-benzoyl-α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of allyl 4,6-di-O-acetyl-2-O-(2-azidomethyl)benzoyl-3-O-benzoyl-α-D-glucopyranoside

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Technology Process of allyl 4,6-di-O-acetyl-2-O-(2-azidomethyl)benzoyl-3-O-benzoyl-α-D-glucopyranoside

There total 6 articles about allyl 4,6-di-O-acetyl-2-O-(2-azidomethyl)benzoyl-3-O-benzoyl-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: 98.0%

: 108-24-7
acetic anhydride

: 676530-91-9
2-Azidomethyl-benzoic acid (2S,3R,4S,5R,6R)-2-allyloxy-4-benzoyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl ester

: 676530-78-2
allyl 4,6-di-O-acetyl-2-O-(2-azidomethyl)benzoyl-3-O-benzoyl-α-D-glucopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃;
DOI:10.1055/s-2003-44985

Reference yield: 89.0%

: 108-24-7
acetic anhydride

: 676530-90-8
allyl 2-O-(azidomethyl)benzoyl-3-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

: 676530-78-2
allyl 4,6-di-O-acetyl-2-O-(2-azidomethyl)benzoyl-3-O-benzoyl-α-D-glucopyranoside

Guidance literature:: allyl 2-O-(azidomethyl)benzoyl-3-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside; With toluene-4-sulfonic acid; In methanol; dichloromethane; Heating;

acetic anhydride; With pyridine; In dichloromethane; for 2h;
DOI:10.1016/j.carres.2005.04.021

Reference yield:

: 93382-48-0
allyl 4,6-O-benzylidene-α-D-glucopyranoside

: 676530-78-2
allyl 4,6-di-O-acetyl-2-O-(2-azidomethyl)benzoyl-3-O-benzoyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: DMAP / CH₂Cl₂ / 0 °C

1.2: 88 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

2.1: p-TsOH / CH₂Cl₂; methanol / Heating

2.2: 89 percent / pyridine / CH₂Cl₂ / 2 h

With dmap; toluene-4-sulfonic acid; In methanol; dichloromethane;
DOI:10.1016/j.carres.2005.04.021