4-C-acetoxymethyl-3-O-acetyl-1,2-O-(1-methylethylidene)-5-O-(p-toluenesulfonyl)-β-L-arabinofuranose

Base Information

Chemical Name:4-C-acetoxymethyl-3-O-acetyl-1,2-O-(1-methylethylidene)-5-O-(p-toluenesulfonyl)-β-L-arabinofuranose
CAS No.:960073-86-3
Molecular Formula:C₂₀H₂₆O₁₀S
Molecular Weight:458.486
Hs Code.:

Synonyms:4-C-acetoxymethyl-3-O-acetyl-1,2-O-(1-methylethylidene)-5-O-(p-toluenesulfonyl)-β-L-arabinofuranose

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Chemical Property of 4-C-acetoxymethyl-3-O-acetyl-1,2-O-(1-methylethylidene)-5-O-(p-toluenesulfonyl)-β-L-arabinofuranose

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Technology Process of 4-C-acetoxymethyl-3-O-acetyl-1,2-O-(1-methylethylidene)-5-O-(p-toluenesulfonyl)-β-L-arabinofuranose

There total 4 articles about 4-C-acetoxymethyl-3-O-acetyl-1,2-O-(1-methylethylidene)-5-O-(p-toluenesulfonyl)-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: 98.0%

: 5-O-acetyl-1,2-O-isopropylidene-4-C-p-toluenesulfonyloxymethyl-α-D-xylofuranose

: 108-24-7
acetic anhydride

: 960073-86-3
4-C-acetoxymethyl-3-O-acetyl-1,2-O-(1-methylethylidene)-5-O-(p-toluenesulfonyl)-β-L-arabinofuranose

Guidance literature:: With dmap; In dichloromethane; at 25 - 30 ℃; for 3h;
DOI:10.3762/bjoc.13.205

Reference yield: 92.0%

: 946080-01-9
3,5-di-O-acetyl-4-C-hydroxymethyl-1,2-O-(1-methylethylidene)-α-D-xylo-pentofuranose

: 98-59-9
p-toluenesulfonyl chloride

: 960073-86-3
4-C-acetoxymethyl-3-O-acetyl-1,2-O-(1-methylethylidene)-5-O-(p-toluenesulfonyl)-β-L-arabinofuranose

Guidance literature:: With pyridine;
DOI:10.1080/15257770701544302

Reference yield:

: C₉H₁₆O₆

: 960073-86-3
4-C-acetoxymethyl-3-O-acetyl-1,2-O-(1-methylethylidene)-5-O-(p-toluenesulfonyl)-β-L-arabinofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: Candida antarctica lipase-B immobilized on polyacrylate (Novozyme^?-435) / 2-methyltetrahydrofuran / 1 h / 35 °C / Green chemistry; Enzymatic reaction

2: pyridine / 2 h / 0 °C

3: dmap / dichloromethane / 3 h / 25 - 30 °C

With pyridine; dmap; In 2-methyltetrahydrofuran; dichloromethane;
DOI:10.3762/bjoc.13.205