(Z)-N'-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)toluene-4-sulfonohydrazide

Base Information

• Chemical Name: (Z)-N'-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)toluene-4-sulfonohydrazide
• CAS No.: 171108-31-9
• Molecular Formula: C₃₃H₃₄N₂O₆S
• Molecular Weight: 586.709

Synonyms:(Z)-N'-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)toluene-4-sulfonohydrazide

Chemical Property of (Z)-N'-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)toluene-4-sulfonohydrazide

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Technology Process of (Z)-N'-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)toluene-4-sulfonohydrazide

There total 2 articles about (Z)-N'-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)toluene-4-sulfonohydrazide 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: 81.0%

N'-(2,3,5-tri-O-benzyl-α/β-D-arabinofuranosyl)toluene-4-sulfonohydrazide → (Z)-N'-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)toluene-4-sulfonohydrazide (171108-31-9)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; triethylamine; In N,N-dimethyl-formamide; at -60 ℃; for 1.33333h;

DOI:10.1002/hlca.19950780424

Reference yield: 65.0%

N'-(2,3,5-tri-O-benzyl-α/β-D-arabinofuranosyl)toluene-4-sulfonohydrazide → tri-O-benzyl-D-arabinolactone (14233-64-8) + (Z)-N'-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)toluene-4-sulfonohydrazide (171108-31-9)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; triethylamine; In N,N-dimethyl-formamide; at -60 ℃; for 1.33333h; omitting washing with aq. Na₂S₂O₅/Na₂CO₃ soln. during workup;

DOI:10.1002/hlca.19950780424

Reference yield: 3.0%

(Z)-N'-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)toluene-4-sulfonohydrazide (171108-31-9) + phenol (108-95-2,27073-41-2) → phenyl 2,3,5-tri-O-benzyl-β-D-arabinofuranoside + phenyl 2,3,5-tri-O-benzyl-α-D-arabinofuranoside + (S)-1,4-anhydro-2,3,5-tri-O-benzyl-1-C-(2-hydroxyphenyl)-D-arabinitol + 2,3,5-tri-O-benzyl-1-deoxy-1-<(tol-4-yl)sulfonyl>-α-D-arabinofuranose

Guidance literature:

With sodium hydride; In 1,4-dioxane; at 20 ℃; for 3h; Yield given. Yields of byproduct given; Irradiation; quartz vessel;

DOI:10.1002/hlca.19950780424

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