3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-[bis(methylsulfanyl)methylene]-α-D-xylo-hept-5-ulofuranuronitrile

Base Information

• Chemical Name: 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-[bis(methylsulfanyl)methylene]-α-D-xylo-hept-5-ulofuranuronitrile
• CAS No.: 887473-54-3
• Molecular Formula: C₂₀H₂₃NO₅S₂
• Molecular Weight: 421.538

Synonyms:3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-[bis(methylsulfanyl)methylene]-α-D-xylo-hept-5-ulofuranuronitrile

Chemical Property of 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-[bis(methylsulfanyl)methylene]-α-D-xylo-hept-5-ulofuranuronitrile

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Technology Process of 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-[bis(methylsulfanyl)methylene]-α-D-xylo-hept-5-ulofuranuronitrile

There total 2 articles about 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-[bis(methylsulfanyl)methylene]-α-D-xylo-hept-5-ulofuranuronitrile 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: 52.0%

3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-ulofuranonitrile (887473-59-8) + carbon disulfide (75-15-0,12122-00-8) + methyl iodide (74-88-4) → 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-[bis(methylsulfanyl)methylene]-α-D-xylo-hept-5-ulofuranuronitrile (887473-54-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; toluene; at 20 ℃; for 1h;

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-[bis(methylsulfanyl)methylene]-α-D-xylo-hept-5-ulofuranuronitrile (887473-54-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 52 percent / sodium hydride / dimethylformamide; toluene / 1 h / 20 °C

With 3 A molecular sieve; sodium hydride; pyridinium chlorochromate; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1080/07328300500471770

Reference yield: 87.0%

3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-[bis(methylsulfanyl)methylene]-α-D-xylo-hept-5-ulofuranuronitrile (887473-54-3) → 3-(3-O-benzyl-1,2-O-isopropylidene-α-D-xylo-tetrofuranos-4-yl)-5-methylsulfanyl-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

carbon disulfide

methyl iodide

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

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