3-O-benzyl-1,2-di-O-acetyl-5-O-(methylsulfonyl)-4-C-(methylsulfonyloxymethyl)-α,β-L-threo-pentofuranose

Base Information

Chemical Name:3-O-benzyl-1,2-di-O-acetyl-5-O-(methylsulfonyl)-4-C-(methylsulfonyloxymethyl)-α,β-L-threo-pentofuranose
CAS No.:410076-93-6
Molecular Formula:C₁₉H₂₆O₁₂S₂
Molecular Weight:510.54
Hs Code.:

Synonyms:3-O-benzyl-1,2-di-O-acetyl-5-O-(methylsulfonyl)-4-C-(methylsulfonyloxymethyl)-α,β-L-threo-pentofuranose

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Chemical Property of 3-O-benzyl-1,2-di-O-acetyl-5-O-(methylsulfonyl)-4-C-(methylsulfonyloxymethyl)-α,β-L-threo-pentofuranose

Chemical Property:

Purity/Quality:

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Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 3-O-benzyl-1,2-di-O-acetyl-5-O-(methylsulfonyl)-4-C-(methylsulfonyloxymethyl)-α,β-L-threo-pentofuranose

There total 4 articles about 3-O-benzyl-1,2-di-O-acetyl-5-O-(methylsulfonyl)-4-C-(methylsulfonyloxymethyl)-α,β-L-threo-pentofuranose 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: 91.0%

: 108-24-7
acetic anhydride

: 410076-92-5
3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-1,2-O-isopropylidene-β-L-threo-pentofuranose

: 410076-93-6
3-O-benzyl-1,2-di-O-acetyl-5-O-(methylsulfonyl)-4-C-(methylsulfonyloxymethyl)-α,β-L-threo-pentofuranose

Guidance literature:: With sulfuric acid; acetic acid;
DOI:10.1016/j.tet.2006.04.016

Reference yield:

: 108-24-7
acetic anhydride

: Methanesulfonic acid (3R,4R,5S)-3-benzyloxy-4,5-dihydroxy-2-methanesulfonyloxymethyl-tetrahydro-furan-2-ylmethyl ester

: 410076-93-6
3-O-benzyl-1,2-di-O-acetyl-5-O-(methylsulfonyl)-4-C-(methylsulfonyloxymethyl)-α,β-L-threo-pentofuranose

Guidance literature:: With pyridine; at 20 ℃; for 3h;
DOI:10.1021/ja0168763

Reference yield:

: 72261-44-0
1,2-O-isopropylidene-3-O-benzyl-4-C-(hydroxymethyl)-β-L-threo-pento-1,4-furanose

: 410076-93-6
3-O-benzyl-1,2-di-O-acetyl-5-O-(methylsulfonyl)-4-C-(methylsulfonyloxymethyl)-α,β-L-threo-pentofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / pyridine / 4 h / 20 °C

2: 80percent aq. TFA / 4 h / 20 °C

3: 3.50 g / pyridine / 3 h / 20 °C

With pyridine;
DOI:10.1021/ja0168763