benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-β-D-glucopyranoside
CAS No.:112302-50-8
Molecular Formula:C₄₉H₅₆O₁₄
Molecular Weight:868.975
Hs Code.:

Synonyms:benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-β-D-glucopyranoside

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Chemical Property of benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-β-D-glucopyranoside

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Technology Process of benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-β-D-glucopyranoside

There total 8 articles about benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-β-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: 75.0%

: 53929-30-9,61134-30-3,61820-04-0,78355-19-8,90465-39-7,120269-17-2,90302-50-4
benzyl 3,4,6-tetra-O-benzyl-β-G-glucopyranoside

: 112289-12-0
3,4,6-tri-O-acetyl-2-O-allyl-β-D-glucopyranosyl chloride

: 112302-50-8
benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: With molecular sieve; silver perchlorate; at 0 ℃; for 1h;
DOI:10.1016/0008-6215(87)80204-5

Reference yield:

: 20770-92-7
methyl 2-O-allyl-4,6-O-benzylidene-α-D-glucopyranoside

: 112302-50-8
benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / acetic acid / 0.25 h / 100 °C

2: 81 percent / M sulfuric acid / 16 h / 100 °C

3: pyridine

4: 94 percent / hydrogen bromide in acetic acid / CH₂Cl₂ / 0.5 h / 0 °C

5: 88 percent / tetraethylammonium chloride / acetonitrile / Ambient temperature

6: 75 percent / silver perchlorate, molecular sieve / 1 h / 0 °C

With pyridine; molecular sieve; sulfuric acid; tetraethylammonium chloride; hydrogen bromide; silver perchlorate; In dichloromethane; acetic acid; acetonitrile;
DOI:10.1016/0008-6215(87)80204-5

Reference yield:

: O²-allyl-D-glucose

: 112302-50-8
benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine

2: 94 percent / hydrogen bromide in acetic acid / CH₂Cl₂ / 0.5 h / 0 °C

3: 88 percent / tetraethylammonium chloride / acetonitrile / Ambient temperature

4: 75 percent / silver perchlorate, molecular sieve / 1 h / 0 °C

With pyridine; molecular sieve; tetraethylammonium chloride; hydrogen bromide; silver perchlorate; In dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(87)80204-5