2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,4-di-O-acetyl-3-O-allyl-α-D-glucopyranosyl trichloroacetimidate

Base Information

Chemical Name:2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,4-di-O-acetyl-3-O-allyl-α-D-glucopyranosyl trichloroacetimidate
CAS No.:524712-45-6
Molecular Formula:C₄₉H₄₆Cl₃NO₁₇
Molecular Weight:1027.26
Hs Code.:

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

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

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

There total 11 articles about 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,4-di-O-acetyl-3-O-allyl-α-D-glucopyranosyl trichloroacetimidate 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: 87.0%

: 545-06-2
trichloroacetonitrile

: 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,4-di-O-acetyl-α,β-D-glucopyranose

: 524712-45-6
2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,4-di-O-acetyl-3-O-allyl-α-D-glucopyranosyl trichloroacetimidate

Guidance literature:: With 1,8-diaza-bicyclo[5.4.0]undecene; In dichloromethane; for 3h;
DOI:10.1016/S0008-6215(02)00317-8

Reference yield:

: 545-06-2
trichloroacetonitrile

: C₄₇H₄₆O₁₇

: 524712-45-6
2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,4-di-O-acetyl-3-O-allyl-α-D-glucopyranosyl trichloroacetimidate

Guidance literature:: With potassium carbonate; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/S0968-0896(03)00118-4

Reference yield:

: 2592-58-7,3006-48-2,3006-49-3,13526-09-5,14679-57-3,22415-91-4,29884-70-6,41545-55-5,41545-56-6,41569-33-9,96996-90-6,121570-85-2,121570-86-3
1,2,3,4,6-penta-O-benzoyl-D-glucopyranoside

: 524712-45-6
2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,4-di-O-acetyl-3-O-allyl-α-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 7 steps

1: ammonia / tetrahydrofuran; methanol / 12 h / 20 °C

2: 46 g / K₂CO₃ / CH₂Cl₂ / 24 h / 20 °C

3: 84 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 3 h / 20 °C

4: acetic acid / H₂O / 5 h / Heating

5: pyridine / 2 h / 20 °C

6: ammonia / tetrahydrofuran; methanol / 3 h / 20 °C

7: 11 g / K₂CO₃ / CH₂Cl₂ / 24 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; ammonia; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/S0968-0896(03)00118-4