2-O-acetyl-1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose

Base Information

• Chemical Name: 2-O-acetyl-1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose
• CAS No.: 50705-29-8
• Molecular Formula: C₈H₁₀O₄
• Molecular Weight: 170.165
• Mol file: 50705-29-8.mol

Synonyms:2-O-acetyl-1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose

Chemical Property of 2-O-acetyl-1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-O-acetyl-1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose

There total 1 articles about 2-O-acetyl-1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose 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: 42.0%

(+/-)-2-acetoxy-7,8-dioxabicyclo[3.2.1]oct-3-ene → 2-O-acetyl-1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose (50705-29-8) + 1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose (50705-28-7) + (+)-7,8-dioxabicyclo[3.2.1]oct-3-en-2-ol (375348-84-8)

Guidance literature:

With immobilized Lipase PS (Pseudomonas cepacia); In phosphate buffer; acetone; at 20 ℃; for 27h; pH=7.6; Enzymatic reaction;

DOI:10.1002/1615-4169(200108)343:6/7<618::AID-ADSC618>3.0.CO;2-E

Reference yield: 97.0%

2-O-acetyl-1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose (50705-29-8) → 1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose (50705-28-7)

Guidance literature:

With methanol; potassium carbonate; at 22 ℃; for 2h;

DOI:10.1016/j.tet.2018.03.023

Reference yield:

2-O-acetyl-1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose (50705-29-8) → D-ribose (50-69-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / OsO₄; 4-methylmorpholine N-oxide / tetrahydrofuran; H₂O

2: 100 percent / pyridinium p-toluenesulfonate / toluene / Heating

3: K₂CO₃; MeOH

4: tetrabutylammonium perruthenate; 4-methylmorpholine N-oxide / CH₂Cl₂

5: 40 percent / methanol / 2 h / UV-irradiation

6: 90 percent / aq. CF₃CO₂H / 20 °C

With methanol; osmium(VIII) oxide; tetra-n-propylammonium perruthenate.; pyridinium p-toluenesulfonate; potassium carbonate; 4-methylmorpholine N-oxide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; toluene;

DOI:10.1016/S0040-4039(01)01874-3

Downstream raw materials:

1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose

D-ribose

1,6-Anhydro-3,4-O-isopropyliden-β-D-ribopyranos-2-ulose

1,6-anhydro-2,3-dideoxy-β-D-erythro-hex-2-enopyranose