O-<4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl> trichloroacetoimidate

Base Information

Chemical Name:O-<4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl> trichloroacetoimidate
CAS No.:121845-10-1
Molecular Formula:C₅₂H₅₅Cl₃N₄O₁₀
Molecular Weight:1002.39
Hs Code.:

Synonyms:O-<4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl> trichloroacetoimidate

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Chemical Property of O-<4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl> trichloroacetoimidate

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Technology Process of O-<4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl> trichloroacetoimidate

There total 12 articles about O-<4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl> trichloroacetoimidate 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: 48.0%

: 4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-galacto-pyranosyl)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-gluco/mannopyranose

: 545-06-2
trichloroacetonitrile

: 4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-mannopyranosyl trichloroacetimidate

: 121845-17-8
O-<4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl> trichloroacetoimidate

: 121845-10-1
O-<4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl> trichloroacetoimidate

Guidance literature:: With sodium hydride; In dichloromethane; for 6h; Yields of byproduct given; Ambient temperature;

Reference yield:

: 100-39-0
benzyl bromide

: 121845-10-1
O-<4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl> trichloroacetoimidate

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / NaH / dimethylformamide / 7 h / 0 °C

2: 88 percent / 1 M tetrabutylammonium fluoride / CH₂Cl₂; tetrahydrofuran / 1 h / 0 °C

3: NaH / CH₂Cl₂ / 3 h / Ambient temperature

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 121865-28-9
tert-butyldimethylsilyl 2-azido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

: 121845-10-1
O-<4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl> trichloroacetoimidate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) dibutyltin oxide, 2.) tetrabutylammonium iodide / 1.) MeOH, reflux, 15 h, 2.) toluene, 60 degC, 24 h

2: 66 percent / NaH / dimethylformamide / 7 h / 0 °C

3: 88 percent / 1 M tetrabutylammonium fluoride / CH₂Cl₂; tetrahydrofuran / 1 h / 0 °C

4: NaH / CH₂Cl₂ / 3 h / Ambient temperature

With tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;