allyl 4,6-di-O-acetyl-3-O-chloroacetyl-2-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

Base Information

Chemical Name:allyl 4,6-di-O-acetyl-3-O-chloroacetyl-2-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside
CAS No.:311349-77-6
Molecular Formula:C₄₂H₄₃ClO₁₆
Molecular Weight:839.247
Hs Code.:

Synonyms:allyl 4,6-di-O-acetyl-3-O-chloroacetyl-2-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

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Chemical Property of allyl 4,6-di-O-acetyl-3-O-chloroacetyl-2-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

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Technology Process of allyl 4,6-di-O-acetyl-3-O-chloroacetyl-2-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

There total 6 articles about allyl 4,6-di-O-acetyl-3-O-chloroacetyl-2-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-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: 84.0%

: 127514-28-7
Allyl 2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

: 311349-76-5
4,6-di-O-acetyl-2-O-benzoyl-3-O-chloroacetyl-α-D-glucopyranosyl trichloroacetimidate

: 311349-77-6
allyl 4,6-di-O-acetyl-3-O-chloroacetyl-2-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; for 1h;

Reference yield:

: 127514-28-7
Allyl 2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

: 311349-77-6
allyl 4,6-di-O-acetyl-3-O-chloroacetyl-2-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / pyridine / CH₂Cl₂ / 0.67 h / 0 °C

2: 98 percent / aq. H₂SO₄ / dioxane / 1 h / 80 °C

3: 98 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

4: 86 percent / PdCl₂ / methanol / 8 h / 20 °C

5: 86 percent / DBU / CH₂Cl₂ / 2 h / 20 °C

6: 84 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 1 h

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In 1,4-dioxane; methanol; dichloromethane; 1: Acylation / 2: Hydrolysis / 3: Acetylation / 4: Substitution / 5: Substitution / 6: Condensation;

Reference yield:

: 311349-72-1
Benzoic acid (2S,3R,4S,5R,6R)-2-allyloxy-4-(2-chloro-acetoxy)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl ester

: 311349-77-6
allyl 4,6-di-O-acetyl-3-O-chloroacetyl-2-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 86 percent / PdCl₂ / methanol / 8 h / 20 °C

3: 86 percent / DBU / CH₂Cl₂ / 2 h / 20 °C

4: 84 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 1 h

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In methanol; dichloromethane; 1: Acetylation / 2: Substitution / 3: Substitution / 4: Condensation;