3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-nitro-α-D-gluco-furanose

Base Information

• Chemical Name: 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-nitro-α-D-gluco-furanose
• CAS No.: 41545-33-9
• Molecular Formula: C₁₆H₂₁NO₇
• Molecular Weight: 339.345
• Mol file: 41545-33-9.mol

Synonyms:3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-nitro-α-D-gluco-furanose

Chemical Property of 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-nitro-α-D-gluco-furanose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-nitro-α-D-gluco-furanose

There total 11 articles about 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-nitro-α-D-gluco-furanose 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: 75.0%

bromonitromethane (563-70-2) + 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose (23558-05-6) → 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-nitro-α-D-gluco-furanose (41545-33-9)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 5h; stereoselective reaction;

DOI:10.1055/s-0031-1290441

Reference yield: 70.0%

nitromethane (75-52-5) + 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose (23558-05-6) → 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-nitro-α-L-idofuranose (41545-33-9,41545-34-0,69177-81-7,69177-82-8,78283-48-4,78283-49-5,83603-28-5)

Guidance literature:

With copper(II) acetate on poly(benzaldehyde-ethyleneimine) modified silica coated on Fe₃O₄ nanoparticles; In water; at 20 ℃; for 24h; Catalytic behavior;

DOI:10.1016/j.reactfunctpolym.2021.104868

Reference yield: 7.0%

nitromethane (75-52-5) + 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose (23558-05-6) → 3-O-benzyl-6-deoxy-6-nitro-1,2-O-isopropylidene-α-D-glucofuranose (41545-34-0) + 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-nitro-α-D-gluco-furanose (41545-33-9)

Guidance literature:

With triethylamine; at 20 ℃; for 9h;

DOI:10.1016/j.carres.2006.02.007

upstream raw materials:

nitromethane

3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

bromonitromethane

2-bromo-2-nitropropane

Downstream raw materials:

6-amino-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose

1,6-dideoxy-1,6-imino-(2S,3R,4R,5R)-D-glucitol

6-deoxy-6-N-benzyloxycarbonyl-1,2-O-isopropylidene-3-O-phenylmethyl-α-D-gluco-1,4-furanose

(E)-3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-6-nitro-α-D-xylo-hex-5-eno-1,4-furanose