(2R,3S,4R,5R,6R)-6-((1-(12-(3-oxyl-4,4-dimethyl-2-propyloxazolidin-2-yl)dodecyl)-1H-1,2,3-triazol-4-yl)-methoxy)-2-(hydroxymethyl)-5-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)tetrahydro-2H-pyran-3,4-diol

Base Information

• Chemical Name: (2R,3S,4R,5R,6R)-6-((1-(12-(3-oxyl-4,4-dimethyl-2-propyloxazolidin-2-yl)dodecyl)-1H-1,2,3-triazol-4-yl)-methoxy)-2-(hydroxymethyl)-5-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)tetrahydro-2H-pyran-3,4-diol
• CAS No.: 1311159-52-0
• Molecular Formula: C₃₅H₅₇N₈O₁₀
• Molecular Weight: 749.885
• Mol file: 1311159-52-0.mol

Synonyms:

Chemical Property of (2R,3S,4R,5R,6R)-6-((1-(12-(3-oxyl-4,4-dimethyl-2-propyloxazolidin-2-yl)dodecyl)-1H-1,2,3-triazol-4-yl)-methoxy)-2-(hydroxymethyl)-5-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)tetrahydro-2H-pyran-3,4-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4R,5R,6R)-6-((1-(12-(3-oxyl-4,4-dimethyl-2-propyloxazolidin-2-yl)dodecyl)-1H-1,2,3-triazol-4-yl)-methoxy)-2-(hydroxymethyl)-5-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)tetrahydro-2H-pyran-3,4-diol

There total 8 articles about (2R,3S,4R,5R,6R)-6-((1-(12-(3-oxyl-4,4-dimethyl-2-propyloxazolidin-2-yl)dodecyl)-1H-1,2,3-triazol-4-yl)-methoxy)-2-(hydroxymethyl)-5-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)tetrahydro-2H-pyran-3,4-diol 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: 59.0%

(2R,3S,4R,5R,6R)-5-amino-6-((1-(12-(3-oxyl-4,4-dimethyl-2-propyloxazolidin-2-yl)dodecyl)-1H-1,2,3-triazol-4-yl)-methoxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol (1311159-48-4) + NBD chloride (10199-89-0) → (2R,3S,4R,5R,6R)-6-((1-(12-(3-oxyl-4,4-dimethyl-2-propyloxazolidin-2-yl)dodecyl)-1H-1,2,3-triazol-4-yl)-methoxy)-2-(hydroxymethyl)-5-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)tetrahydro-2H-pyran-3,4-diol (1311159-52-0)

Guidance literature:

With potassium carbonate; In methanol; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c0ob01173h

Reference yield:

(2R,3S,4R,5R,6R)-2-(acetoxymethyl)-6-(prop-2-yn-1-yloxy)-5-(2,2,2-trifluoroacetamido)tetrahydro-2H-pyran-3,4-diyl diacetate (1311159-38-2) → (2R,3S,4R,5R,6R)-6-((1-(12-(3-oxyl-4,4-dimethyl-2-propyloxazolidin-2-yl)dodecyl)-1H-1,2,3-triazol-4-yl)-methoxy)-2-(hydroxymethyl)-5-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)tetrahydro-2H-pyran-3,4-diol (1311159-52-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 4-methyl-morpholine; copper(I) bromide / ethyl acetate / 0.5 h / 20 °C

2: sodium methylate / methanol / 1 h / 20 °C / Inert atmosphere

3: potassium carbonate / methanol / 12 h / 0 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; sodium methylate; potassium carbonate; copper(I) bromide; In methanol; ethyl acetate;

DOI:10.1039/c0ob01173h

Reference yield:

C21H42NO4 (92590-37-9) → (2R,3S,4R,5R,6R)-6-((1-(12-(3-oxyl-4,4-dimethyl-2-propyloxazolidin-2-yl)dodecyl)-1H-1,2,3-triazol-4-yl)-methoxy)-2-(hydroxymethyl)-5-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)tetrahydro-2H-pyran-3,4-diol (1311159-52-0)

Guidance literature:

Multi-step reaction with 6 steps

1: lithium aluminium tetrahydride / diethyl ether / 0 - 20 °C / Inert atmosphere

2: dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 4 h / 55 °C / Inert atmosphere

4: 4-methyl-morpholine; copper(I) bromide / ethyl acetate / 0.5 h / 20 °C

5: sodium methylate / methanol / 1 h / 20 °C / Inert atmosphere

6: potassium carbonate / methanol / 12 h / 0 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; lithium aluminium tetrahydride; sodium azide; sodium methylate; potassium carbonate; copper(I) bromide; In methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/c0ob01173h

upstream raw materials:

(2R,3S,4R,5R,6R)-2-(acetoxymethyl)-6-(prop-2-yn-1-yloxy)-5-(2,2,2-trifluoroacetamido)tetrahydro-2H-pyran-3,4-diyl diacetate

C₂₁H₄₂NO₄

(2R,3S,4R,5R,6R)-2-(acetoxymethyl)-6-((1-(12-(3-oxyl-4,4-dimethyl-2-propyloxazolidin-2-yl)dodecyl)-1H-1,2,3-triazol-4-yl)-methoxy)-5-(2,2,2-trifluoroacetamido)tetrahydro-2H-pyran-3,4-diyl diacetate

(2R,3S,4R,5R,6R)-5-amino-6-((1-(12-(3-oxyl-4,4-dimethyl-2-propyloxazolidin-2-yl)dodecyl)-1H-1,2,3-triazol-4-yl)-methoxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol