dibenzyl (1R,2R,3R)-1,2,3-dihydroxy-2,3-O-isopropylidene-1-methoxy-4-[(4-methoxycarbonyl)-1,2,3-triazol-1-yl]butylphosphonate

Base Information

• Chemical Name: dibenzyl (1R,2R,3R)-1,2,3-dihydroxy-2,3-O-isopropylidene-1-methoxy-4-[(4-methoxycarbonyl)-1,2,3-triazol-1-yl]butylphosphonate
• CAS No.: 875113-10-3
• Molecular Formula: C₂₆H₃₂N₃O₈P
• Molecular Weight: 545.529

Synonyms:dibenzyl (1R,2R,3R)-1,2,3-dihydroxy-2,3-O-isopropylidene-1-methoxy-4-[(4-methoxycarbonyl)-1,2,3-triazol-1-yl]butylphosphonate

Chemical Property of dibenzyl (1R,2R,3R)-1,2,3-dihydroxy-2,3-O-isopropylidene-1-methoxy-4-[(4-methoxycarbonyl)-1,2,3-triazol-1-yl]butylphosphonate

Chemical Property:

Purity/Quality:

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Technology Process of dibenzyl (1R,2R,3R)-1,2,3-dihydroxy-2,3-O-isopropylidene-1-methoxy-4-[(4-methoxycarbonyl)-1,2,3-triazol-1-yl]butylphosphonate

There total 2 articles about dibenzyl (1R,2R,3R)-1,2,3-dihydroxy-2,3-O-isopropylidene-1-methoxy-4-[(4-methoxycarbonyl)-1,2,3-triazol-1-yl]butylphosphonate 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: 77.0%

dibenzyl (1R,2R,3R)-1,2,3-trihydroxy-2,3-O-isopropylidene-4-[(4-methoxycarbonyl)-1,2,3-triazol-1-yl]butylphosphonate (875113-04-5) + methyl iodide (74-88-4) → dibenzyl (1R,2R,3R)-1,2,3-dihydroxy-2,3-O-isopropylidene-1-methoxy-4-[(4-methoxycarbonyl)-1,2,3-triazol-1-yl]butylphosphonate (875113-10-3)

Guidance literature:

With silver(l) oxide; In chloroform; at 20 ℃; for 96h;

DOI:10.1016/j.tetasy.2005.11.010

Reference yield:

dibenzyl (1R,2R,3R)-4-azido-1,2,3-trihydroxy-2,3-O-isopropylidenebutylphosphonate (873550-86-8) → dibenzyl (1R,2R,3R)-1,2,3-dihydroxy-2,3-O-isopropylidene-1-methoxy-4-[(4-methoxycarbonyl)-1,2,3-triazol-1-yl]butylphosphonate (875113-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / CuCl / H₂O / 96 h / Heating

2: 77 percent / silver(I) oxide / CHCl₃ / 96 h / 20 °C

With copper(l) chloride; silver(l) oxide; In chloroform; water;

DOI:10.1016/j.tetasy.2005.11.010

Reference yield:

dibenzyl (1R,2R,3R)-1,2,3-dihydroxy-2,3-O-isopropylidene-1-methoxy-4-[(4-methoxycarbonyl)-1,2,3-triazol-1-yl]butylphosphonate (875113-10-3) → {(R)-[(4R,5R)-5-(4-Carbamoyl-[1,2,3]triazol-1-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methoxy-methyl}-phosphonic acid dibenzyl ester

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 120h;

DOI:10.1016/j.tetasy.2005.11.010

upstream raw materials:

dibenzyl (1R,2R,3R)-1,2,3-trihydroxy-2,3-O-isopropylidene-4-[(4-methoxycarbonyl)-1,2,3-triazol-1-yl]butylphosphonate

methyl iodide

dibenzyl (1R,2R,3R)-4-azido-1,2,3-trihydroxy-2,3-O-isopropylidenebutylphosphonate

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