1,4-dideoxy-2,3,5-tri-O-benzyl-1,4-anhydro-4-seleno-D-arabinitol

Base Information

• Chemical Name: 1,4-dideoxy-2,3,5-tri-O-benzyl-1,4-anhydro-4-seleno-D-arabinitol
• CAS No.: 347362-39-4
• Molecular Formula: C₂₆H₂₈O₃Se
• Molecular Weight: 467.467
• Mol file: 347362-39-4.mol

Synonyms:1,4-dideoxy-2,3,5-tri-O-benzyl-1,4-anhydro-4-seleno-D-arabinitol

Chemical Property of 1,4-dideoxy-2,3,5-tri-O-benzyl-1,4-anhydro-4-seleno-D-arabinitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-dideoxy-2,3,5-tri-O-benzyl-1,4-anhydro-4-seleno-D-arabinitol

There total 2 articles about 1,4-dideoxy-2,3,5-tri-O-benzyl-1,4-anhydro-4-seleno-D-arabinitol 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: 80.0%

(2R,3S,4S)-2,3,5-tri(benzyloxy)-1,4-di(methylsulfonyloxy)pentane (135910-18-8) → 1,4-dideoxy-2,3,5-tri-O-benzyl-1,4-anhydro-4-seleno-D-arabinitol (347362-39-4)

Guidance literature:

With selenium; ammonia; sodium; In N,N-dimethyl-formamide; at 70 ℃; for 3h;

DOI:10.1021/ja020299g

Reference yield: 80.0%

→ 1,4-dideoxy-2,3,5-tri-O-benzyl-1,4-anhydro-4-seleno-D-arabinitol (347362-39-4)

Guidance literature:

Reference yield: 55.0%

benzyl 6-O-p-toluene-sulfonyl-α-D-glucopyranoside (114219-24-8) + 1,4-dideoxy-2,3,5-tri-O-benzyl-1,4-anhydro-4-seleno-D-arabinitol (347362-39-4) → benzyl 6-deoxy-6-[2,3,5-tri-O-benzyl-1,4-dideoxy-(R)-epi-seleniumylidene-D-arabinitol]-β-D-glycopyranoside-p-toluenesulfonate (1331828-30-8)

Guidance literature:

With potassium carbonate; In hexafluoropropan-2-ol; at 65 - 70 ℃; for 96h;

DOI:10.1039/c1cc13052h

upstream raw materials:

(2R,3S,4S)-2,3,5-tri(benzyloxy)-1,4-di(methylsulfonyloxy)pentane

Downstream raw materials:

benzyl 6-deoxy-6-[2,3,5-tri-O-benzyl-1,4-dideoxy-(R)-epi-seleniumylidene-D-arabinitol]-α-D-mannopyranoside-p-toluenesulfonate

benzyl 6-deoxy-6-[2,3,5-tri-O-benzyl-1,4-dideoxy-(R)-epi-seleniumylidene-D-arabinitol]-β-D-glycopyranoside-p-toluenesulfonate