O³,O⁵-((Ξ)-benzylidene)-O¹,O²-isopropylidene-α-D-xylo-6-deoxy-hex-5-enofuranose

Base Information

• Chemical Name: O³,O⁵-((Ξ)-benzylidene)-O¹,O²-isopropylidene-α-D-xylo-6-deoxy-hex-5-enofuranose
• CAS No.: 19189-71-0
• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.316
• Mol file: 19189-71-0.mol

Synonyms:

Chemical Property of O³,O⁵-((Ξ)-benzylidene)-O¹,O²-isopropylidene-α-D-xylo-6-deoxy-hex-5-enofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O³,O⁵-((Ξ)-benzylidene)-O¹,O²-isopropylidene-α-D-xylo-6-deoxy-hex-5-enofuranose

There total 7 articles about O³,O⁵-((Ξ)-benzylidene)-O¹,O²-isopropylidene-α-D-xylo-6-deoxy-hex-5-enofuranose 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:

O3,O5-((Ξ)-benzylidene)-O1,O2-isopropylidene-6-iodo-6-deoxy-α-D-glucofuranose (194875-04-2) → O3,O5-((Ξ)-benzylidene)-O1,O2-isopropylidene-α-D-xylo-6-deoxy-hex-5-enofuranose (19189-71-0)

Guidance literature:

With ammonia;

DOI:10.1002/hlca.19460290120

Reference yield:

O3,O5-((Ξ)-benzylidene)-O1,O2-isopropylidene-O6-(toluene-4-sulfonyl)-α-D-glucofuranose (7595-86-0) → O3,O5-((Ξ)-benzylidene)-O1,O2-isopropylidene-α-D-xylo-6-deoxy-hex-5-enofuranose (19189-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone; sodium iodide

2: liquid ammonia

With ammonia; acetone; sodium iodide;

DOI:10.1002/hlca.19460290120

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → O3,O5-((Ξ)-benzylidene)-O1,O2-isopropylidene-α-D-xylo-6-deoxy-hex-5-enofuranose (19189-71-0)

Guidance literature:

Multi-step reaction with 5 steps

1: aqueous methanol. sulfuric acid

2: pyridine; chloroform

3: benzaldehyde; zinc chloride

4: acetone; sodium iodide

5: liquid ammonia

With pyridine; chloroform; sulfuric acid; ammonia; benzaldehyde; acetone; sodium iodide; zinc(II) chloride;

DOI:10.1002/hlca.19460290120

upstream raw materials:

O³,O⁵-((Ξ)-benzylidene)-O¹,O²-isopropylidene-6-iodo-6-deoxy-α-D-glucofuranose

O³,O⁵-((Ξ)-benzylidene)-O¹,O²-isopropylidene-O⁶-(toluene-4-sulfonyl)-α-D-glucofuranose

1,2-O-isopropylidene-α-D-glucofuranose

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Downstream raw materials:

5(S)-5-C-acetoxy-3,5-O-benzylidene-6-deoxy-6-fluoro-1,2-O-isopropylidene-α-D-xylo-hexo-1,4-furanos-5-ulose

3,5-O-benzylidene-6-deoxy-6-iodo-1,2-O-isopropylidene-β-L-idofuranose

O³,O⁵-((Ξ)-benzylidene)-O¹,O²-isopropylidene-6-deoxy-β-L-idofuranose

6-deoxy-1,2:3,5-di-O-isopropylidene-β-L-idofuranoside