2,6-anhydro-5-deoxy-3,4-O-isopropylidene-D-arabino-hex-5-enitol

Base Information

• Chemical Name: 2,6-anhydro-5-deoxy-3,4-O-isopropylidene-D-arabino-hex-5-enitol
• CAS No.: 124477-12-9
• Molecular Formula: C₉H₁₄O₄
• Molecular Weight: 186.208
• Mol file: 124477-12-9.mol

Synonyms:2,6-anhydro-5-deoxy-3,4-O-isopropylidene-D-arabino-hex-5-enitol

Chemical Property of 2,6-anhydro-5-deoxy-3,4-O-isopropylidene-D-arabino-hex-5-enitol

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

3,4-O-Isopropylidene-D-galactal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-anhydro-5-deoxy-3,4-O-isopropylidene-D-arabino-hex-5-enitol

There total 18 articles about 2,6-anhydro-5-deoxy-3,4-O-isopropylidene-D-arabino-hex-5-enitol 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: 96.0%

phenyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-D-galactal (137792-66-6) → 2,6-anhydro-5-deoxy-3,4-O-isopropylidene-D-arabino-hex-5-enitol (124477-12-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jo00028a033

Reference yield: 93.0%

Dithiocarbonic acid O-((3aS,4R,6S,7R,7aS)-4-hydroxymethyl-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl) ester S-methyl ester (124477-02-7) → 2,6-anhydro-5-deoxy-3,4-O-isopropylidene-D-arabino-hex-5-enitol (124477-12-9)

Guidance literature:

With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; for 0.0833333h; Heating;

DOI:10.1016/0008-6215(89)84061-3

Reference yield: 92.0%

phenyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (124476-97-7) → 2,6-anhydro-5-deoxy-3,4-O-isopropylidene-D-arabino-hex-5-enitol (124477-12-9)

Guidance literature:

With naphthalen-1-yl-lithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1016/S0040-4039(01)80444-5

upstream raw materials:

phenyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-D-galactal

phenyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

phenyl 2,6-di-O-acetyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone

Downstream raw materials:

phenyl 2-azido-2-deoxy-3,4-O-isopropylidene-1-seleno-α-D-galactopyranoside

6-O-benzoyl-3,4-di-O-isopropylidene-D-galactal

2,6-anhydro-5-deoxy-1-O-(3,5-dinitrobenzoyl)-3,4-O-isopropylidene-D-arabino-hex-5-enitol