3-(1,2-O-isopropylidene-L-threo-glycerol-1-yl)-1-phenylpyrazole-4,5-dione 4-phenylhydrazone

Base Information

• Chemical Name: 3-(1,2-O-isopropylidene-L-threo-glycerol-1-yl)-1-phenylpyrazole-4,5-dione 4-phenylhydrazone
• CAS No.: 88165-03-1
• Molecular Formula: C₂₁H₂₂N₄O₄
• Molecular Weight: 394.43
• Mol file: 88165-03-1.mol

Synonyms:3-(1,2-O-isopropylidene-L-threo-glycerol-1-yl)-1-phenylpyrazole-4,5-dione 4-phenylhydrazone

Chemical Property of 3-(1,2-O-isopropylidene-L-threo-glycerol-1-yl)-1-phenylpyrazole-4,5-dione 4-phenylhydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(1,2-O-isopropylidene-L-threo-glycerol-1-yl)-1-phenylpyrazole-4,5-dione 4-phenylhydrazone

There total 5 articles about 3-(1,2-O-isopropylidene-L-threo-glycerol-1-yl)-1-phenylpyrazole-4,5-dione 4-phenylhydrazone 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%

3-(2,3-O-isopropylidene-L-threo-glycerol-1-yl)-1-phenylpyrazole-4,5-dione 4-phenylhydrazone → 3-(1,2-O-isopropylidene-L-threo-glycerol-1-yl)-1-phenylpyrazole-4,5-dione 4-phenylhydrazone (88165-03-1)

Guidance literature:

With sulphonic acid; In acetone; Ambient temperature;

Reference yield: 78.0%

3-(L-threo-glycerol-1-yl)-1-phenyl-4,5-pyrazoledione 4-(phenylhydrazone) (55191-37-2) → 3-(1,2-O-isopropylidene-L-threo-glycerol-1-yl)-1-phenyl-4,5-pyrazolinedione-4-(phenylhydrazone) (88165-03-1)

Guidance literature:

isopropylidenation;

DOI:10.1016/0008-6215(83)88064-1

Reference yield:

L-threo-2,3-hexodiulosono-1,4-lactone 2,3-bis(phenylhydrazone) (3909-11-3,35923-29-6,74211-51-1,77096-77-6,103128-93-4,103128-94-5) → 3-(1,2-O-isopropylidene-L-threo-glycerol-1-yl)-1-phenyl-4,5-pyrazolinedione-4-(phenylhydrazone) (88165-03-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 45 percent / isopropylidenation

2: 90 percent / rearrangement by alkali, acidification

3: sulfuric acid / acetone

With sulfuric acid; In acetone;

DOI:10.1016/0008-6215(83)88064-1

upstream raw materials:

3-(L-threo-glycerol-1-yl)-1-phenyl-4,5-pyrazoledione 4-(phenylhydrazone)

L-threo-2,3-hexodiulosono-1,4-lactone 2,3-bis(phenylhydrazone)

5-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-3,4-bis-(phenyl-hydrazono)-dihydro-furan-2-one

acetone

Downstream raw materials:

Acetic acid (4S,5S)-2,2-dimethyl-5-[5-oxo-1-phenyl-4-(phenyl-hydrazono)-4,5-dihydro-1H-pyrazol-3-yl]-[1,3]dioxolan-4-ylmethyl ester

Benzoic acid (4S,5S)-2,2-dimethyl-5-[5-oxo-1-phenyl-4-(phenyl-hydrazono)-4,5-dihydro-1H-pyrazol-3-yl]-[1,3]dioxolan-4-ylmethyl ester

Toluene-4-sulfonic acid (4S,5S)-2,2-dimethyl-5-[5-oxo-1-phenyl-4-(phenyl-hydrazono)-4,5-dihydro-1H-pyrazol-3-yl]-[1,3]dioxolan-4-ylmethyl ester

3-(3-O-acetyl-1,2-O-isopropylidene-L-threo-glycerol-1-yl)-1-phenylpyrazole-4,5-dione 4-phenylhydrazone