methyl 4-O-(4-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:methyl 4-O-(4-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:208048-09-3
Molecular Formula:C₅₀H₅₅N₃O₁₀S
Molecular Weight:890.067
Hs Code.:

Synonyms:methyl 4-O-(4-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Suppliers and Price of methyl 4-O-(4-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-1-thio-β-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 methyl 4-O-(4-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl 4-O-(4-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

There total 10 articles about methyl 4-O-(4-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-1-thio-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: 94.0%

: 108-24-7
acetic anhydride

: 208048-08-2
(2R,3S,4R,5S,6S)-5-Azido-4-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-ol

: 208048-09-3
methyl 4-O-(4-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine; for 14h;
DOI:10.1039/a709293h

Reference yield:

: 100-39-0
benzyl bromide

: 208048-09-3
methyl 4-O-(4-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 55 percent / NaH, CuCl₂ / dimethylformamide / 1.) r.t., 2 h, 2.) r.t., 42 h

2: 88 percent / pyridine / 3 h / 0 °C

3: molecular sieves 4 Angstroem, Br₂ / CH₂Cl₂ / 0.3 h / 0 °C

4: 2,6-di-tert-butyl-4-methylpyridine, silver triflate / CH₂Cl₂; toluene / 1.) -40 deg C, 30 min, 2.) -40 to -50 deg C, 40 min

5: 96 percent / NaOMe / dioxane; methanol / 2.75 h / 40 °C

6: pyridine / CH₂Cl₂ / 11 h / 0 °C

7: NaN₃ / dimethylformamide / 4.5 h / 70 °C

8: 81 percent / NaBH₃CN, molecular sieves 3 Angstroem, fluoroboric acid / tetrahydrofuran; diethyl ether / 1.83 h

9: 94 percent / pyridine / 14 h

With pyridine; tetrafluoroboric acid; sodium azide; 2,6-di-tert-butyl-4-methylpyridine; 3 A molecular sieve; 4 A molecular sieve; bromine; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; copper dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/a709293h

Reference yield:

: methyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 208048-09-3
methyl 4-O-(4-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 55 percent / NaH, CuCl₂ / dimethylformamide / 1.) r.t., 2 h, 2.) r.t., 42 h

2: 88 percent / pyridine / 3 h / 0 °C

3: molecular sieves 4 Angstroem, Br₂ / CH₂Cl₂ / 0.3 h / 0 °C

4: 2,6-di-tert-butyl-4-methylpyridine, silver triflate / CH₂Cl₂; toluene / 1.) -40 deg C, 30 min, 2.) -40 to -50 deg C, 40 min

5: 96 percent / NaOMe / dioxane; methanol / 2.75 h / 40 °C

6: pyridine / CH₂Cl₂ / 11 h / 0 °C

7: NaN₃ / dimethylformamide / 4.5 h / 70 °C

8: 81 percent / NaBH₃CN, molecular sieves 3 Angstroem, fluoroboric acid / tetrahydrofuran; diethyl ether / 1.83 h

9: 94 percent / pyridine / 14 h

With pyridine; tetrafluoroboric acid; sodium azide; 2,6-di-tert-butyl-4-methylpyridine; 3 A molecular sieve; 4 A molecular sieve; bromine; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; copper dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/a709293h