3-azidopropyl (2-O-benzoyl-β-D-glucopyranosyluronic acid)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Base Information

Chemical Name:3-azidopropyl (2-O-benzoyl-β-D-glucopyranosyluronic acid)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside
CAS No.:400865-18-1
Molecular Formula:C₄₃H₄₁N₃O₁₆
Molecular Weight:855.809
Hs Code.:

Synonyms:3-azidopropyl (2-O-benzoyl-β-D-glucopyranosyluronic acid)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

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Chemical Property of 3-azidopropyl (2-O-benzoyl-β-D-glucopyranosyluronic acid)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

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Technology Process of 3-azidopropyl (2-O-benzoyl-β-D-glucopyranosyluronic acid)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

There total 10 articles about 3-azidopropyl (2-O-benzoyl-β-D-glucopyranosyluronic acid)-(1->4)-2,3,6-tri-O-benzoyl-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: 85.0%

: 400865-17-0
3-azidopropyl (2-O-benzoyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

: 400865-18-1
3-azidopropyl (2-O-benzoyl-β-D-glucopyranosyluronic acid)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Guidance literature:: With sodium hypochlorite; tetrabutylammomium bromide; sodium hydrogencarbonate; 2,2,6,6-tetramethyl-piperidine-N-oxyl; In dichloromethane; for 0.75h;
DOI:10.1002/1521-3765(20011015)7:20<4411::AID-CHEM4411>3.0.CO;2-T

Reference yield:

: 10364-94-0
1-benzoylimidazole

: 400865-18-1
3-azidopropyl (2-O-benzoyl-β-D-glucopyranosyluronic acid)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 0.79 g / CH₂Cl₂ / 18 h

2: 78 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 0.5 h

3: 98 percent / DABCO / toluene; ethanol / 2.5 h / 55 °C

4: 90 percent / aq. CF₃COOH / CH₂Cl₂ / 3 h

5: 85 percent / aq. NaOCl; Bu₄NBr; NaHCO₃ / TEMPO / CH₂Cl₂ / 0.75 h

With 1,4-diaza-bicyclo[2.2.2]octane; sodium hypochlorite; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutylammomium bromide; sodium hydrogencarbonate; trifluoroacetic acid; 2,2,6,6-tetramethyl-piperidine-N-oxyl; In ethanol; dichloromethane; toluene;
DOI:10.1002/1521-3765(20011015)7:20<4411::AID-CHEM4411>3.0.CO;2-T

Reference yield:

: 98-88-4
benzoyl chloride

: 400865-18-1
3-azidopropyl (2-O-benzoyl-β-D-glucopyranosyluronic acid)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: CH₂Cl₂

2: 0.79 g / CH₂Cl₂ / 18 h

3: 78 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 0.5 h

4: 98 percent / DABCO / toluene; ethanol / 2.5 h / 55 °C

5: 90 percent / aq. CF₃COOH / CH₂Cl₂ / 3 h

6: 85 percent / aq. NaOCl; Bu₄NBr; NaHCO₃ / TEMPO / CH₂Cl₂ / 0.75 h

With 1,4-diaza-bicyclo[2.2.2]octane; sodium hypochlorite; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutylammomium bromide; sodium hydrogencarbonate; trifluoroacetic acid; 2,2,6,6-tetramethyl-piperidine-N-oxyl; In ethanol; dichloromethane; toluene;
DOI:10.1002/1521-3765(20011015)7:20<4411::AID-CHEM4411>3.0.CO;2-T