phenylosazone of 1-deoxy-D-erythro-2,3-hexodiulose

Base Information

• Chemical Name: phenylosazone of 1-deoxy-D-erythro-2,3-hexodiulose
• CAS No.: 18524-11-3
• Molecular Formula: C₁₈H₂₂N₄O₃
• Molecular Weight: 342.398
• Mol file: 18524-11-3.mol

Synonyms:

Chemical Property of phenylosazone of 1-deoxy-D-erythro-2,3-hexodiulose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenylosazone of 1-deoxy-D-erythro-2,3-hexodiulose

There total 8 articles about phenylosazone of 1-deoxy-D-erythro-2,3-hexodiulose 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:

3,6-anhydro-4,5-O-isopropylidene-1-O-tosyl-D-mannitol (53577-84-7,53776-55-9) → phenylosazone of 1-deoxy-D-erythro-2,3-hexodiulose (18524-11-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 65 percent / ruthenium dioxide, potassium periodate, potassium carbonate / CHCl₃; H₂O / 19 h

2: 79 percent / triethylamine, p-toluenesulfonic acid / 30 h / 70 °C / Heating

3: 65 percent / hydrogen / 10 percent palladium-on-charcoal / acetone; ethanol / 10 h / 25 °C / 760 Torr

4: Amberlite IR-120 cation-exchange resin, H⁽¹⁺⁾ form / H₂O / 2 h / 60 °C / Heating

5: sodium acetate / H₂O / Ambient temperature

With ruthenium(IV) oxide; potassium metaperiodate; Amberlite IR-120 cation-exchange resin; hydrogen; sodium acetate; hydrogen cation; potassium carbonate; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In ethanol; chloroform; water; acetone;

DOI:10.1016/0008-6215(83)88110-5

Reference yield:

3,6-anhydro-4,5-O-isopropylidene-1-O-tosyl-D-fructose (86782-06-1) → phenylosazone of 1-deoxy-D-erythro-2,3-hexodiulose (18524-11-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / triethylamine, p-toluenesulfonic acid / 30 h / 70 °C / Heating

2: 65 percent / hydrogen / 10 percent palladium-on-charcoal / acetone; ethanol / 10 h / 25 °C / 760 Torr

3: Amberlite IR-120 cation-exchange resin, H⁽¹⁺⁾ form / H₂O / 2 h / 60 °C / Heating

4: sodium acetate / H₂O / Ambient temperature

With Amberlite IR-120 cation-exchange resin; hydrogen; sodium acetate; hydrogen cation; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In ethanol; water; acetone;

DOI:10.1016/0008-6215(83)88110-5

Reference yield:

benzyl 1-deoxy-4,5-O-isopropylidene-D-erythro-2,3-hexodiulo-3,6-furanoside (86782-07-2) → phenylosazone of 1-deoxy-D-erythro-2,3-hexodiulose (18524-11-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / hydrogen / 10 percent palladium-on-charcoal / acetone; ethanol / 10 h / 25 °C / 760 Torr

2: Amberlite IR-120 cation-exchange resin, H⁽¹⁺⁾ form / H₂O / 2 h / 60 °C / Heating

3: sodium acetate / H₂O / Ambient temperature

With Amberlite IR-120 cation-exchange resin; hydrogen; sodium acetate; hydrogen cation; palladium on activated charcoal; In ethanol; water; acetone;

DOI:10.1016/0008-6215(83)88110-5

upstream raw materials:

phenylhydrazine hydrochloride

1-deoxy-4,5-O-isopropylidene-D-erythro-2,3-hexodiulose

benzyl 1-deoxy-4,5-O-isopropylidene-D-erythro-2,3-hexodiulo-3,6-furanoside

3,6-anhydro-4,5-O-isopropylidene-1-O-tosyl-D-fructose