benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitrophenylamino)-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitrophenylamino)-α-D-glucopyranoside
CAS No.:104243-12-1
Molecular Formula:C₂₅H₂₇N₃O₁₂
Molecular Weight:561.502
Hs Code.:

Synonyms:benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitrophenylamino)-α-D-glucopyranoside

Suppliers and Price of benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitrophenylamino)-α-D-glucopyranoside

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitrophenylamino)-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitrophenylamino)-α-D-glucopyranoside

There total 14 articles about benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitrophenylamino)-α-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:

: 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitrophenylamino)-α-D-glucopyranosyl trichloroacetimidate

: 100-51-6,185532-71-2
benzyl alcohol

: 119324-38-8
benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitrophenylamino)-β-D-glucopyranoside

: 104243-12-1
benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitrophenylamino)-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at -20 ℃; for 2h; Overall yield = 95 %; Overall yield = 19 mg; diastereoselective reaction; Molecular sieve;
DOI:10.1016/j.tetlet.2017.06.037

Reference yield:

: C₂₀H₂₂Cl₃N₃O₁₀

: 100-51-6,185532-71-2
benzyl alcohol

: 119324-38-8
benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitrophenylamino)-β-D-glucopyranoside

: 104243-12-1
benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitrophenylamino)-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at -20 ℃; for 2h; Overall yield = 100 %; Overall yield = 20.6 mg; diastereoselective reaction; Molecular sieve;
DOI:10.1016/j.tetlet.2017.06.037

Reference yield:

: C₁₆H₂₁NO₅*C₂H₄O₂

: 104243-12-1
benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitrophenylamino)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / water; N,N-dimethyl-formamide / 130 °C

2.1: acetic acid / water / 2 h / 50 °C

3.1: pyridine / 2 h / 20 °C

4.1: hydrogen; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4.2: Inert atmosphere

5.1: caesium carbonate / dichloromethane / 1 h / 20 °C

6.1: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 2 h / -20 °C / Molecular sieve

With pyridine; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; trimethylsilyl trifluoromethanesulfonate; hydrogen; potassium carbonate; caesium carbonate; acetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2017.06.037