3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-(dimethylaminoethylene)-α-D-xylo-hept-5-ulofuranurononitrile

Base Information

• Chemical Name: 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-(dimethylaminoethylene)-α-D-xylo-hept-5-ulofuranurononitrile
• CAS No.: 887473-51-0
• Molecular Formula: C₂₀H₂₄N₂O₅
• Molecular Weight: 372.421
• Mol file: 887473-51-0.mol

Synonyms:3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-(dimethylaminoethylene)-α-D-xylo-hept-5-ulofuranurononitrile

Chemical Property of 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-(dimethylaminoethylene)-α-D-xylo-hept-5-ulofuranurononitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-(dimethylaminoethylene)-α-D-xylo-hept-5-ulofuranurononitrile

There total 2 articles about 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-(dimethylaminoethylene)-α-D-xylo-hept-5-ulofuranurononitrile 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: 72.0%

3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-ulofuranonitrile (887473-59-8) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → (Z)-3-O-benzyl-6-deoxy-6-dimethylaminomethylene-1,2-O-isopropylidene-α-D-xylo-hept-5-ulofuranonitrile + 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-(dimethylaminoethylene)-α-D-xylo-hept-5-ulofuranurononitrile (887473-51-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1080/07328300500471770

Reference yield:

3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-gluco-heptfuranonitrile (35920-81-1) → 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-(dimethylaminoethylene)-α-D-xylo-hept-5-ulofuranurononitrile (887473-51-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 65.7 percent / pyridinium chlorochromate; molecular sieves 3 Angstroem / CH₂Cl₂ / 3 h

2: 72 percent / tetrahydrofuran / 2 h / 20 °C

With 3 A molecular sieve; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1080/07328300500471770

Reference yield: 94.0%

3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-(dimethylaminoethylene)-α-D-xylo-hept-5-ulofuranurononitrile (887473-51-0) → 3-(3-O-benzyl-1,2-O-isopropylidene-α-D-xylo-tetrofuranos-4-yl)-1H-pyrazole-4-carbonitrile

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; for 0.25h;

DOI:10.1080/07328300500471770

upstream raw materials:

3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-ulofuranonitrile

N,N-dimethyl-formamide dimethyl acetal

3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-gluco-heptfuranonitrile