allyl O-(2,3,4-tri-O-benzoyl-α-D-glucopyranosyl)-(1<>2)-O-(3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1<>3)-2-O-benzoyl-4,6-benzylidene-α-D-glucopyranoside

Base Information

Chemical Name:allyl O-(2,3,4-tri-O-benzoyl-α-D-glucopyranosyl)-(1<*>2)-O-(3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1<*>3)-2-O-benzoyl-4,6-benzylidene-α-D-glucopyranoside
CAS No.:155786-73-5
Molecular Formula:C₆₂H₆₂O₂₃
Molecular Weight:1175.16
Hs Code.:

allyl O-(2,3,4-tri-O-benzoyl-α-D-glucopyranosyl)-(1<*>2)-O-(3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1<*>3)-2-O-benzoyl-4,6-benzylidene-α-D-glucopyranoside

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Chemical Property of allyl O-(2,3,4-tri-O-benzoyl-α-D-glucopyranosyl)-(1<*>2)-O-(3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1<*>3)-2-O-benzoyl-4,6-benzylidene-α-D-glucopyranoside

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Technology Process of allyl O-(2,3,4-tri-O-benzoyl-α-D-glucopyranosyl)-(1<*>2)-O-(3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1<*>3)-2-O-benzoyl-4,6-benzylidene-α-D-glucopyranoside

There total 10 articles about allyl O-(2,3,4-tri-O-benzoyl-α-D-glucopyranosyl)-(1<*>2)-O-(3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1<*>3)-2-O-benzoyl-4,6-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:

: 118646-78-9
Acetic acid (2R,3R,4S,5R,6R)-2,5-diacetoxy-6-acetoxymethyl-3-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

: 155786-73-5
allyl O-(2,3,4-tri-O-benzoyl-α-D-glucopyranosyl)-(1<*>2)-O-(3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1<*>3)-2-O-benzoyl-4,6-benzylidene-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine / Ambient temperature

2: pyridine / 2 h

3: 54 percent / 90percent TFA / CHCl₃ / 0.33 h / Ambient temperature

4: 100 percent / pyridine / CH₂Cl₂ / 0.5 h

5: 76 percent / AcBr, H₂O / CH₂Cl₂; acetic acid / 4 h / Ambient temperature

6: 85 percent / Ag₂CO₃, H₂O / acetone / Ambient temperature

7: 1.) K₂CO₃ / 1.) CH₂Cl₂, 0.5 h, 2.) CH₂Cl₂, RT, 4 h

8: 1.) 3A molecular sieves, trimethylsilyl triflate, 2.) thiourea, H₂O / 1.) ether, RT, 1 h, 2.) MeCN, RT, 63 h

With pyridine; Acetyl bromide; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; water; potassium carbonate; thiourea; silver carbonate; trifluoroacetic acid; In dichloromethane; chloroform; acetic acid; acetone;
DOI:10.1016/0008-6215(94)84242-6

Reference yield:

: 155786-66-6
1,3,4,6-tetra-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-trityl-α-D-glucopyranosyl)-α-D-glucopyranose

: 155786-73-5
allyl O-(2,3,4-tri-O-benzoyl-α-D-glucopyranosyl)-(1<*>2)-O-(3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1<*>3)-2-O-benzoyl-4,6-benzylidene-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 54 percent / 90percent TFA / CHCl₃ / 0.33 h / Ambient temperature

2: 100 percent / pyridine / CH₂Cl₂ / 0.5 h

3: 76 percent / AcBr, H₂O / CH₂Cl₂; acetic acid / 4 h / Ambient temperature

4: 85 percent / Ag₂CO₃, H₂O / acetone / Ambient temperature

5: 1.) K₂CO₃ / 1.) CH₂Cl₂, 0.5 h, 2.) CH₂Cl₂, RT, 4 h

6: 1.) 3A molecular sieves, trimethylsilyl triflate, 2.) thiourea, H₂O / 1.) ether, RT, 1 h, 2.) MeCN, RT, 63 h

With pyridine; Acetyl bromide; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; water; potassium carbonate; thiourea; silver carbonate; trifluoroacetic acid; In dichloromethane; chloroform; acetic acid; acetone;
DOI:10.1016/0008-6215(94)84242-6

Reference yield:

: Acetic acid (2R,3R,4S,5R,6R)-2,5-diacetoxy-6-acetoxymethyl-3-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

: 155786-73-5
allyl O-(2,3,4-tri-O-benzoyl-α-D-glucopyranosyl)-(1<*>2)-O-(3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1<*>3)-2-O-benzoyl-4,6-benzylidene-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 2 h

2: 54 percent / 90percent TFA / CHCl₃ / 0.33 h / Ambient temperature

3: 100 percent / pyridine / CH₂Cl₂ / 0.5 h

4: 76 percent / AcBr, H₂O / CH₂Cl₂; acetic acid / 4 h / Ambient temperature

5: 85 percent / Ag₂CO₃, H₂O / acetone / Ambient temperature

6: 1.) K₂CO₃ / 1.) CH₂Cl₂, 0.5 h, 2.) CH₂Cl₂, RT, 4 h

7: 1.) 3A molecular sieves, trimethylsilyl triflate, 2.) thiourea, H₂O / 1.) ether, RT, 1 h, 2.) MeCN, RT, 63 h

With pyridine; Acetyl bromide; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; water; potassium carbonate; thiourea; silver carbonate; trifluoroacetic acid; In dichloromethane; chloroform; acetic acid; acetone;
DOI:10.1016/0008-6215(94)84242-6