2-Methyl-5-((1R,2S,3R)-1,2,3,4-tetrahydroxy-butyl)-1H-pyrrole-3-carboxylic acid [(E)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazide

Base Information

• Chemical Name: 2-Methyl-5-((1R,2S,3R)-1,2,3,4-tetrahydroxy-butyl)-1H-pyrrole-3-carboxylic acid [(E)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazide
• CAS No.: 140140-44-9
• Molecular Formula: C₁₉H₂₃N₃O₅
• Molecular Weight: 373.409
• Mol file: 140140-44-9.mol

Synonyms:2-Methyl-5-((1R,2S,3R)-1,2,3,4-tetrahydroxy-butyl)-1H-pyrrole-3-carboxylic acid [(E)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazide

Chemical Property of 2-Methyl-5-((1R,2S,3R)-1,2,3,4-tetrahydroxy-butyl)-1H-pyrrole-3-carboxylic acid [(E)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Methyl-5-((1R,2S,3R)-1,2,3,4-tetrahydroxy-butyl)-1H-pyrrole-3-carboxylic acid [(E)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazide

There total 2 articles about 2-Methyl-5-((1R,2S,3R)-1,2,3,4-tetrahydroxy-butyl)-1H-pyrrole-3-carboxylic acid [(E)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazide 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: 92.0%

2-methyl-5-(D-arabino-tetrahydroxybutyl)-3-pyrrolecarbohydrazide (139558-52-4) + 3-phenyl-propenal (104-55-2) → 2-Methyl-5-((1R,2S,3R)-1,2,3,4-tetrahydroxy-butyl)-1H-pyrrole-3-carboxylic acid [(E)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazide (140140-44-9)

Guidance literature:

With acetic acid; In ethanol; for 1h; Heating;

DOI:10.1016/0008-6215(92)80030-5

Reference yield:

ethyl 2-methyl-5-(D-arabino-tetrahydroxybutyl)-3-pyrrolecarboxylate (5971-80-2) → 2-Methyl-5-((1R,2S,3R)-1,2,3,4-tetrahydroxy-butyl)-1H-pyrrole-3-carboxylic acid [(E)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazide (140140-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / hydrazine hydrate / 1 h / Heating

2: 92 percent / acetic acid / ethanol / 1 h / Heating

With hydrazine hydrate; acetic acid; In ethanol;

DOI:10.1016/0008-6215(92)80030-5

Reference yield: 80.0%

2-Methyl-5-((1R,2S,3R)-1,2,3,4-tetrahydroxy-butyl)-1H-pyrrole-3-carboxylic acid [(E)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazide (140140-44-9) → 5-Formyl-2-methyl-1H-pyrrole-3-carboxylic acid [(E)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazide (140140-59-6)

Guidance literature:

With sodium periodate; In water; for 5h;

DOI:10.1016/0008-6215(92)80030-5

upstream raw materials:

2-methyl-5-(D-arabino-tetrahydroxybutyl)-3-pyrrolecarbohydrazide

3-phenyl-propenal

ethyl 2-methyl-5-(D-arabino-tetrahydroxybutyl)-3-pyrrolecarboxylate

Downstream raw materials:

Acetic acid (1R,2S,3R)-2,3,4-triacetoxy-1-{1-acetyl-4-[4-acetyl-5-((E)-styryl)-4,5-dihydro-[1,3,4]oxadiazol-2-yl]-5-methyl-1H-pyrrol-2-yl}-butyl ester

5-Formyl-2-methyl-1H-pyrrole-3-carboxylic acid [(E)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazide

5-(Benzoyl-hydrazonomethyl)-2-methyl-1H-pyrrole-3-carboxylic acid [(E)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazide

Isonicotinic acid [1-{5-methyl-4-[(E)-3-phenyl-prop-2-en-(E)-ylidene-hydrazinocarbonyl]-1H-pyrrol-2-yl}-meth-(Z)-ylidene]-hydrazide