1,2-di-O-acetyl-3,5-O-(2-phenylsulfonyl)ethylidene-D-xylofuranose

Base Information

• Chemical Name: 1,2-di-O-acetyl-3,5-O-(2-phenylsulfonyl)ethylidene-D-xylofuranose
• CAS No.: 943856-01-7
• Molecular Formula: C₁₇H₂₀O₉S
• Molecular Weight: 400.406
• Mol file: 943856-01-7.mol

Synonyms:1,2-di-O-acetyl-3,5-O-(2-phenylsulfonyl)ethylidene-D-xylofuranose

Chemical Property of 1,2-di-O-acetyl-3,5-O-(2-phenylsulfonyl)ethylidene-D-xylofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-di-O-acetyl-3,5-O-(2-phenylsulfonyl)ethylidene-D-xylofuranose

There total 4 articles about 1,2-di-O-acetyl-3,5-O-(2-phenylsulfonyl)ethylidene-D-xylofuranose 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: 87.0%

acetic anhydride (108-24-7) + 1,2-O-Isopropylidene-3,5-O-(2-phenylsulfonyl)ethylidene-α-D-xylofuranose (330151-22-9) → 1,2-di-O-acetyl-3,5-O-(2-phenylsulfonyl)ethylidene-D-xylofuranose (943856-01-7)

Guidance literature:

1,2-O-Isopropylidene-3,5-O-(2-phenylsulfonyl)ethylidene-α-D-xylofuranose; With acetic acid; In water; for 3h; Heating;

acetic anhydride; With dmap; In pyridine; for 12h; Further stages.;

DOI:10.1016/j.tetlet.2007.03.153

Reference yield:

α-D-xylofuranose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) → 1,2-di-O-acetyl-3,5-O-(2-phenylsulfonyl)ethylidene-D-xylofuranose (943856-01-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: H₂SO₄; CuSO₄ / 15 h / 20 °C

2.1: hydrochloric acid / H₂O / 6 h / 20 °C

3.1: 88 percent / NaH; Bu₄NBr / tetrahydrofuran / 12 h / 20 °C

4.1: AcOH / H₂O / 3 h / Heating

4.2: 87 percent / DMAP / pyridine / 12 h

With hydrogenchloride; sulfuric acid; tetrabutylammomium bromide; sodium hydride; copper(II) sulfate; acetic acid; In tetrahydrofuran; water;

DOI:10.1016/j.tetlet.2007.03.153

Reference yield:

1,2-O-isopropylidene-α-D-xylose (20031-21-4) → 1,2-di-O-acetyl-3,5-O-(2-phenylsulfonyl)ethylidene-D-xylofuranose (943856-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 88 percent / NaH; Bu₄NBr / tetrahydrofuran / 12 h / 20 °C

2.1: AcOH / H₂O / 3 h / Heating

2.2: 87 percent / DMAP / pyridine / 12 h

With tetrabutylammomium bromide; sodium hydride; acetic acid; In tetrahydrofuran; water;

DOI:10.1016/j.tetlet.2007.03.153

upstream raw materials:

acetic anhydride

1,2-O-Isopropylidene-3,5-O-(2-phenylsulfonyl)ethylidene-α-D-xylofuranose

α-D-xylofuranose

1,2-O-isopropylidene-α-D-xylose

Downstream raw materials:

C₂₆H₂₅N₃O₉S

C₂₀H₂₁N₅O₇S

C₁₉H₂₀N₂O₉S