3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-chloroacetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl bromide

Base Information

Chemical Name:3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-chloroacetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl bromide
CAS No.:155786-69-9
Molecular Formula:C₄₁H₄₀BrClO₁₇
Molecular Weight:920.115
Hs Code.:

Synonyms:3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-chloroacetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl bromide

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Chemical Property of 3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-chloroacetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl bromide

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Technology Process of 3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-chloroacetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl bromide

There total 8 articles about 3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-chloroacetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl bromide 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: 76.0%

: 155786-68-8
1,3,4,6-tetra-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-chloroacetyl-α-D-glucopyranosyl)-α-D-glucopyranose

: 155786-69-9
3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-chloroacetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl bromide

Guidance literature:: With Acetyl bromide; water; In dichloromethane; acetic acid; for 4h; Ambient temperature;
DOI:10.1016/0008-6215(94)84242-6

Reference yield:

: 4196-35-4
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl bromide

: 155786-69-9
3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-chloroacetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl bromide

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) Hg(CN)2, 3A molecular sieves / 1.) benzene, 1 h, 2.) benzene, overnight

2: H₂ / 10percent Pd/C / ethyl acetate; ethanol / 6 h / 38 °C

3: pyridine / Ambient temperature

4: pyridine / 2 h

5: 54 percent / 90percent TFA / CHCl₃ / 0.33 h / Ambient temperature

6: 100 percent / pyridine / CH₂Cl₂ / 0.5 h

7: 76 percent / AcBr, H₂O / CH₂Cl₂; acetic acid / 4 h / Ambient temperature

With pyridine; Acetyl bromide; 3 A molecular sieve; water; hydrogen; mercury(II) cyanide; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; chloroform; acetic acid; ethyl acetate;
DOI:10.1016/0008-6215(94)84242-6

Reference yield:

: 54423-54-0
2,3,4,6-Tetra-O-benzyl 1-O-p-nitrobenzoyl D-glucopyranoside

: 155786-69-9
3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-chloroacetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl bromide

Guidance literature:: Multi-step reaction with 8 steps

1: HBr / CH₂Cl₂; nitromethane

2: 1.) Hg(CN)2, 3A molecular sieves / 1.) benzene, 1 h, 2.) benzene, overnight

3: H₂ / 10percent Pd/C / ethyl acetate; ethanol / 6 h / 38 °C

4: pyridine / Ambient temperature

5: pyridine / 2 h

6: 54 percent / 90percent TFA / CHCl₃ / 0.33 h / Ambient temperature

7: 100 percent / pyridine / CH₂Cl₂ / 0.5 h

8: 76 percent / AcBr, H₂O / CH₂Cl₂; acetic acid / 4 h / Ambient temperature

With pyridine; Acetyl bromide; 3 A molecular sieve; water; hydrogen bromide; hydrogen; mercury(II) cyanide; trifluoroacetic acid; palladium on activated charcoal; In nitromethane; ethanol; dichloromethane; chloroform; acetic acid; ethyl acetate;
DOI:10.1016/0008-6215(94)84242-6