Benzoic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,7,12-tetrahydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide

Base Information

• Chemical Name: Benzoic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,7,12-tetrahydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide
• CAS No.: 76203-82-2
• Molecular Formula: C₃₃H₃₂N₂O₁₁
• Molecular Weight: 632.624
• Mol file: 76203-82-2.mol

Synonyms:

Chemical Property of Benzoic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,7,12-tetrahydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,7,12-tetrahydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide

There total 4 articles about Benzoic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,7,12-tetrahydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(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: 64.0%

benzoic acid hydrazide (613-94-5) + 2'-deoxy-L-fucopyranosylcarminomycinone (76203-81-1) → Benzoic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,7,12-tetrahydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide (76203-82-2)

Guidance literature:

In ethanol; Heating;

DOI:10.1021/jm00133a023

Reference yield:

cis-9-acetyl-4-hydroxy-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-5,12-naphthacenedione (52744-22-6) → Benzoic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,7,12-tetrahydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide (76203-82-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 3A molecular sieves, mercuric bromide, mercuric cyanide / tetrahydrofuran / 1.5 h / Heating

2: sodium methoxide / methanol / 0.33 h / Ambient temperature

3: 64 percent / ethanol / Heating

With 3 A molecular sieve; sodium methylate; mercury(II) cyanide; mercury dibromide; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm00133a023

Reference yield:

di-O-acetyl-2-deoxy-L-fucopyranosyl bromide (76248-11-8) → Benzoic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,7,12-tetrahydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide (76203-82-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 3A molecular sieves, mercuric bromide, mercuric cyanide / tetrahydrofuran / 1.5 h / Heating

2: sodium methoxide / methanol / 0.33 h / Ambient temperature

3: 64 percent / ethanol / Heating

With 3 A molecular sieve; sodium methylate; mercury(II) cyanide; mercury dibromide; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm00133a023

upstream raw materials:

benzoic acid hydrazide

2'-deoxy-L-fucopyranosylcarminomycinone

cis-9-acetyl-4-hydroxy-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-5,12-naphthacenedione

di-O-acetyl-2-deoxy-L-fucopyranosyl bromide