tert-Butyl -6-<(p-toluenesulfonyl)hydrazono>-β-D-ribo-decofuranosid>uronate

Base Information

• Chemical Name: tert-Butyl -6-<(p-toluenesulfonyl)hydrazono>-β-D-ribo-decofuranosid>uronate
• CAS No.: 160451-19-4
• Molecular Formula: C₃₂H₄₅N₃O₁₀S₂
• Molecular Weight: 695.855

Synonyms:tert-Butyl -6-<(p-toluenesulfonyl)hydrazono>-β-D-ribo-decofuranosid>uronate

Chemical Property of tert-Butyl -6-<(p-toluenesulfonyl)hydrazono>-β-D-ribo-decofuranosid>uronate

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Technology Process of tert-Butyl -6-<(p-toluenesulfonyl)hydrazono>-β-D-ribo-decofuranosid>uronate

There total 1 articles about tert-Butyl -6-<(p-toluenesulfonyl)hydrazono>-β-D-ribo-decofuranosid>uronate 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: 98.0%

1,1-dimethylethyl amino>-2,3-O-(1-methylethylidene)-β-D-ribo-6-deculofuranosid>uronate (124288-80-8) + toluene-4-sulfonic acid hydrazide (1576-35-8) → tert-Butyl -6-<(p-toluenesulfonyl)hydrazono>-β-D-ribo-decofuranosid>uronate (160451-19-4)

Guidance literature:

With oxalic acid; In ethanol; at 22 ℃; for 9h;

DOI:10.1021/jo00094a033

Reference yield: 73.0%

tert-Butyl -6-<(p-toluenesulfonyl)hydrazono>-β-D-ribo-decofuranosid>uronate (160451-19-4) → tert-Butyl -β-D-ribo-decofuranosid>uronate (160451-22-9)

Guidance literature:

With benzo[1,3,2]dioxaborole; In tetrahydrofuran; chloroform; at 2 ℃; for 26h;

DOI:10.1021/jo00094a033

Reference yield:

tert-Butyl -6-<(p-toluenesulfonyl)hydrazono>-β-D-ribo-decofuranosid>uronate (160451-19-4) → (S)-2-(Toluene-4-sulfonylamino)-6-((2R,3S,4R)-3,4,5-trihydroxy-tetrahydro-furan-2-yl)-hexanoic acid tert-butyl ester (1063625-18-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / catecholborane / tetrahydrofuran; CHCl₃ / 26 h / 2 °C

2: 4 M aq. HCl / dioxane / 40 h / 22 °C

With hydrogenchloride; benzo[1,3,2]dioxaborole; In tetrahydrofuran; 1,4-dioxane; chloroform;

DOI:10.1021/jo00094a033

upstream raw materials:

1,1-dimethylethyl amino>-2,3-O-(1-methylethylidene)-β-D-ribo-6-deculofuranosid>uronate

toluene-4-sulfonic acid hydrazide

Downstream raw materials:

tert-Butyl -β-D-ribo-decofuranosid>uronate

(S)-2-(Toluene-4-sulfonylamino)-6-((2R,3S,4R)-3,4,5-trihydroxy-tetrahydro-furan-2-yl)-hexanoic acid tert-butyl ester

tert-Butyl <1-(9-adenyl)-2,3-di-O-acetyl-1,5,6,7,8,9-hexadeoxy-9(S)-<(p-toluenesulfonyl)amino>>-β-D-ribo-decofuranuronate

tert-Butyl <5,6,7,8,9-pentadeoxy-9(S)-<(p-toluenesulfonyl)amino>-1,2,3-tri-O-acetyl>-β-D-ribo-decofuranuronate

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