3-O-benzyl-4-((1R)-1-hydroxyethyl)-1,2-O-isopropylidene-β-L-arabinofuranose

Base Information

• Chemical Name: 3-O-benzyl-4-((1R)-1-hydroxyethyl)-1,2-O-isopropylidene-β-L-arabinofuranose
• CAS No.: 1027759-04-1
• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.374

Synonyms:3-O-benzyl-4-((1R)-1-hydroxyethyl)-1,2-O-isopropylidene-β-L-arabinofuranose

Chemical Property of 3-O-benzyl-4-((1R)-1-hydroxyethyl)-1,2-O-isopropylidene-β-L-arabinofuranose

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Technology Process of 3-O-benzyl-4-((1R)-1-hydroxyethyl)-1,2-O-isopropylidene-β-L-arabinofuranose

There total 2 articles about 3-O-benzyl-4-((1R)-1-hydroxyethyl)-1,2-O-isopropylidene-β-L-arabinofuranose 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: 96.0%

C23H38O6Si (1027759-02-9) → 3-O-benzyl-4-((1R)-1-hydroxyethyl)-1,2-O-isopropylidene-β-L-arabinofuranose (1027759-04-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/jo8002826

Reference yield: 25.0%

C23H36O5Si (1027759-43-8) → 3-O-benzyl-4-((1R)-1-hydroxyethyl)-1,2-O-isopropylidene-β-L-arabinofuranose (1027759-04-1) + 3-O-benzyl-4-(2-hydroxyethyl)-1,2-O-isopropylidene-β-L-arabinofuranose (1027759-08-5) + C23H38O6Si (1027759-02-9) + C23H38O6Si (1027759-06-3)

Guidance literature:

C₂₃H₃₆O₅Si; With diborane; In tetrahydrofuran; at -30 - 0 ℃;

With sodium hydroxide; dihydrogen peroxide; In water; at 0 - 20 ℃; Further stages.;

DOI:10.1021/jo8002826

Reference yield: 95.0%

3-O-benzyl-4-((1R)-1-hydroxyethyl)-1,2-O-isopropylidene-β-L-arabinofuranose (1027759-04-1) + methanesulfonyl chloride (124-63-0) → 3-O-benzyl-1,2-O-isopropylidene-5-O-mesyl-4-((1R)-1-mesyloxyethyl)-β-L-arabinofuranose (1027759-12-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jo8002826

upstream raw materials:

C₂₃H₃₆O₅Si

C₂₃H₃₈O₆Si

Downstream raw materials:

3-O-benzyl-1,2-O-isopropylidene-5-O-mesyl-4-((1R)-1-mesyloxyethyl)-β-L-arabinofuranose

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