tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:132101-00-9
Molecular Formula:C₄₄H₅₉N₃O₁₁Si
Molecular Weight:834.051
Hs Code.:

tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

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Technology Process of tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 6 articles about tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-deoxy-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: 78.0%

: 108-24-7
acetic anhydride

: 132100-99-3
tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

: 132101-00-9
tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With pyridine; for 12h; Ambient temperature;

Reference yield:

: 100-39-0
benzyl bromide

: 132101-00-9
tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / sodium hydride / dimethylformamide / 5 h / 0 °C

2: 1) H₂, 2) mercury(II) oxide, mercury(II) chloride / 1) (1,5-cyclooctadiene)bis-(methyldiphenylphosphine)iridium hexafluorophosphate / 1) THF, 3-4 h, 2) acetone/water, 1 h

3: 78 percent / pyridine / 12 h / Ambient temperature

With pyridine; hydrogen; sodium hydride; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In N,N-dimethyl-formamide;

Reference yield:

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

: 132101-00-9
tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / NaH / dimethylformamide / 72 h / -10 °C

2: 92 percent / iron(III) chloride / 0.5 h / Heating

3: 83 percent / sodium hydride / dimethylformamide / 5 h / 0 °C

4: 1) H₂, 2) mercury(II) oxide, mercury(II) chloride / 1) (1,5-cyclooctadiene)bis-(methyldiphenylphosphine)iridium hexafluorophosphate / 1) THF, 3-4 h, 2) acetone/water, 1 h

5: 78 percent / pyridine / 12 h / Ambient temperature

With pyridine; hydrogen; iron(III) chloride; sodium hydride; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In N,N-dimethyl-formamide;