(4R,5R)-5-hydroxy-1-(p-methylphenyl)-4-(D-arabino-tetritol-1-yl)imidazolidine-2-selone

Base Information

• Chemical Name: (4R,5R)-5-hydroxy-1-(p-methylphenyl)-4-(D-arabino-tetritol-1-yl)imidazolidine-2-selone
• CAS No.: 1198593-85-9
• Molecular Formula: C₁₄H₂₀N₂O₅Se
• Molecular Weight: 375.283
• Mol file: 1198593-85-9.mol

Synonyms:(4R,5R)-5-hydroxy-1-(p-methylphenyl)-4-(D-arabino-tetritol-1-yl)imidazolidine-2-selone

Chemical Property of (4R,5R)-5-hydroxy-1-(p-methylphenyl)-4-(D-arabino-tetritol-1-yl)imidazolidine-2-selone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R)-5-hydroxy-1-(p-methylphenyl)-4-(D-arabino-tetritol-1-yl)imidazolidine-2-selone

There total 1 articles about (4R,5R)-5-hydroxy-1-(p-methylphenyl)-4-(D-arabino-tetritol-1-yl)imidazolidine-2-selone 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:

p-tolyl isoselenocyanate (14223-45-1) + (+)-D-glucosamine hydrochloride (1078691-95-8) → (4R,5R)-5-hydroxy-1-(p-methylphenyl)-4-(D-arabino-tetritol-1-yl)imidazolidine-2-selone (1198593-85-9) + (4R,5S)-5-hydroxy-1-(p-methylphenyl)-4-(D-arabino-tetritol-1-yl)imidazolidine-2-selone

Guidance literature:

With sodium hydrogencarbonate; In ethanol; water; for 0.5h; optical yield given as %de; Reflux; Darkness;

DOI:10.1002/ejoc.200900793

Reference yield: 83.0%

(4R,5R)-5-hydroxy-1-(p-methylphenyl)-4-(D-arabino-tetritol-1-yl)imidazolidine-2-selone (1198593-85-9) + acetic anhydride (108-24-7) → (4R,5R)-3-acetyl-5-acetoxy-1-(p-methylphenyl)-4-(1,2,3,4-tetra-O-acetyl-D-arabino-tetritol-1-yl)imidazolidine-2-selone (1198593-87-1)

Guidance literature:

With pyridine; at 30 ℃; for 24h; optical yield given as %de; Darkness;

DOI:10.1002/ejoc.200900793

Reference yield: 66.0%

(4R,5R)-5-hydroxy-1-(p-methylphenyl)-4-(D-arabino-tetritol-1-yl)imidazolidine-2-selone (1198593-85-9) + acetic anhydride (108-24-7) → bis[1-(p-methylphenyl)-4-(1,2,3,4-tetra-O-acetyl-D-arabino-tetritol-1-yl)imidazol-2-yl]diselenide (1198593-95-1)

Guidance literature:

(4R,5R)-5-hydroxy-1-(p-methylphenyl)-4-(D-arabino-tetritol-1-yl)imidazolidine-2-selone; acetic anhydride; With pyridine; at -20 ℃; for 30h; Darkness;

With 1H-imidazole; In methanol; at 40 ℃; for 24h; Darkness;

DOI:10.1002/ejoc.200900793

upstream raw materials:

p-tolyl isoselenocyanate

(+)-D-glucosamine hydrochloride

Downstream raw materials:

(4R,5R)-3-acetyl-5-acetoxy-1-(p-methylphenyl)-4-(1,2,3,4-tetra-O-acetyl-D-arabino-tetritol-1-yl)imidazolidine-2-selone

1-(p-methylphenyl)-4-(1,2,3,4-tetra-O-acetyl-D-arabino-tetritol-1-yl)imidazole

(4R,5R)-5-acetoxy-1-(p-methylphenyl)-4-(1,2,3,4-tetra-O-acetyl-D-arabino-tetritol-1-yl)imidazolidine-2-selone

bis[1-(p-methylphenyl)-4-(1,2,3,4-tetra-O-acetyl-D-arabino-tetritol-1-yl)imidazol-2-yl]diselenide