4-O-[2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-levulinyl-L-idopyranosyl levulinate

Base Information

• Chemical Name: 4-O-[2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-levulinyl-L-idopyranosyl levulinate
• CAS No.: 657395-06-7
• Molecular Formula: C₆₁H₆₁N₃O₁₆
• Molecular Weight: 1092.17
• Mol file: 657395-06-7.mol

Synonyms:4-O-[2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-levulinyl-L-idopyranosyl levulinate

Chemical Property of 4-O-[2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-levulinyl-L-idopyranosyl levulinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-O-[2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-levulinyl-L-idopyranosyl levulinate

There total 21 articles about 4-O-[2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-levulinyl-L-idopyranosyl levulinate 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: 97.0%

levulinic anhydride (40608-06-8) + 4-O-[2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(2-naphth-ylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranose → 4-O-[2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-levulinyl-L-idopyranosyl levulinate (657395-06-7)

Guidance literature:

With pyridine;

DOI:10.1021/ja038244h DOI:10.1002/jccs.200400175

Reference yield:

1,6-anhydro-2-O-benzoyl-3-O-benzyl-β-L-idopyranoside (334834-19-4) → 4-O-[2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-levulinyl-L-idopyranosyl levulinate (657395-06-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 61 percent / TMSOTf

2: 88 percent / Cu(OTf)2

3: 81 percent / PTSA

4: 97 percent / pyridine

With pyridine; trimethylsilyl trifluoromethanesulfonate; copper(II) bis(trifluoromethanesulfonate); toluene-4-sulfonic acid;

DOI:10.1002/jccs.200400175

Reference yield:

3-O-benzyl-1,6-anhydro-β-L-idopyranose (42926-91-0) → 4-O-[2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-levulinyl-L-idopyranosyl levulinate (657395-06-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / pyridine

2: 61 percent / TMSOTf

3: 88 percent / Cu(OTf)2

4: 81 percent / PTSA

5: 97 percent / pyridine

With pyridine; trimethylsilyl trifluoromethanesulfonate; copper(II) bis(trifluoromethanesulfonate); toluene-4-sulfonic acid;

DOI:10.1002/jccs.200400175

upstream raw materials:

levulinic anhydride

6-hydroxy-1,2:3,5-di-O-isopropylidene-α-D-glucofuranoside

6-deoxy-1,2:3,5-di-O-isopropylidene-α-D-xylo-hex-5-enofuranose

1,6-anhydro-β-L-idopyranose

Downstream raw materials:

4-O-[2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(2-naphth-ylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-levulinyl-L-idopyranosyl trichloroacetimidate