tert-butyldiphenylsilyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-β-D-galactopyranoside

Base Information

Chemical Name:tert-butyldiphenylsilyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-β-D-galactopyranoside
CAS No.:904700-90-9
Molecular Formula:C₄₃H₅₃N₃O₁₄Si
Molecular Weight:863.991
Hs Code.:

Synonyms:tert-butyldiphenylsilyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-β-D-galactopyranoside

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Chemical Property of tert-butyldiphenylsilyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-β-D-galactopyranoside

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Technology Process of tert-butyldiphenylsilyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-β-D-galactopyranoside

There total 3 articles about tert-butyldiphenylsilyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-β-D-galactopyranoside 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: 90.0%

: 904700-88-5
tert-butyldiphenylsilyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

: 904700-90-9
tert-butyldiphenylsilyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-β-D-galactopyranoside

Guidance literature:: With hydrogenchloride; 4 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; 1,4-dioxane; at 0 ℃; for 4.5h;
DOI:10.1016/j.carres.2006.03.011

Reference yield:

: 132183-16-5
tert-butyldiphenylsilyl O-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

: 904700-90-9
tert-butyldiphenylsilyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / 3 Angstroem molecular sieves; NIS; trifluoromethanesulfonic acid / CH₂Cl₂; toluene / 2 h / -15 °C

2: 90 percent / 4 Angstroem molecular sieves; NaBH₃CN; aq. HCl / tetrahydrofuran; dioxane / 4.5 h / 0 °C

With hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; 4 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene;
DOI:10.1016/j.carres.2006.03.011

Reference yield:

: 13350-45-3
methyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside

: 904700-90-9
tert-butyldiphenylsilyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / 3 Angstroem molecular sieves; NIS; trifluoromethanesulfonic acid / CH₂Cl₂; toluene / 2 h / -15 °C

2: 90 percent / 4 Angstroem molecular sieves; NaBH₃CN; aq. HCl / tetrahydrofuran; dioxane / 4.5 h / 0 °C

With hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; 4 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene;
DOI:10.1016/j.carres.2006.03.011