3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-(tridec-(2'Z)-enyl)-β-L-idofuranose

Base Information

• Chemical Name: 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-(tridec-(2'Z)-enyl)-β-L-idofuranose
• CAS No.: 144368-09-2
• Molecular Formula: C₂₉H₄₆O₅
• Molecular Weight: 474.681
• Mol file: 144368-09-2.mol

Synonyms:3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-(tridec-(2'Z)-enyl)-β-L-idofuranose

Chemical Property of 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-(tridec-(2'Z)-enyl)-β-L-idofuranose

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-C-(tridec-(2'Z)-enyl)-β-L-idofuranose

There total 7 articles about 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-(tridec-(2'Z)-enyl)-β-L-idofuranose 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: 74.0%

3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-(tridec-2'-ynyl)-β-L-idofuranose (144489-81-6) → 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-(tridec-(2'Z)-enyl)-β-L-idofuranose (144368-09-2)

Guidance literature:

With quinoline; hydrogen; Pd-BaSO₄; In methanol; under 760 Torr;

Reference yield:

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-(tridec-(2'Z)-enyl)-β-L-idofuranose (144368-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 1 h / 20 °C

2: 74 percent / H₂, quinoline / 10 percent Pd/BaSO₄ / methanol / 760 Torr

With quinoline; hydrogen; Pd-BaSO₄; In methanol; diethyl ether; 1: Grignard reaction / 2: Reduction;

Reference yield:

C14H25BrMg → 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-(tridec-(2'Z)-enyl)-β-L-idofuranose (144368-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 1 h / 20 °C

2: 74 percent / H₂, quinoline / 10 percent Pd/BaSO₄ / methanol / 760 Torr

With quinoline; hydrogen; Pd-BaSO₄; In methanol; diethyl ether; 1: Grignard reaction / 2: Reduction;

upstream raw materials:

3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-(tridec-2'-ynyl)-β-L-idofuranose

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

1-dodecyne

1-hydroxy-tetradec-3-yne

Downstream raw materials:

2',5-anhydro-6-deoxy-1,2-O-isopropylidene-6-C-[3'S-benzoyloxy-2'S-hydroxy-tridecyl]-β-L-idofuranose

2',5-anhydro-6-deoxy-1,2-O-isopropylidene-6-C-[3'R-benzoyloxy-2'R-hydroxy-tridecyl]-β-L-idofuranose

2',5-anhydro-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-[(2'S,3'S/2'R,3'R) and (2'S,3'R/2'R,3'S)-dihydroxytridecyl]-β-L-idofuranose

2',5-anhydro-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-[3'S/3'R-benzoyloxy-2'S/2'R-hydroxy-tridecyl]-β-L-idofuranose