N,N'-di-p-toluenesulfonyl-N,N'-bis(3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-yl)-1,3-diaminopropane

Base Information

Chemical Name:N,N'-di-p-toluenesulfonyl-N,N'-bis(3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-yl)-1,3-diaminopropane
CAS No.:850165-08-1
Molecular Formula:C₄₁H₅₈N₂O₁₄S₂
Molecular Weight:867.049
Hs Code.:

Synonyms:N,N'-di-p-toluenesulfonyl-N,N'-bis(3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-yl)-1,3-diaminopropane

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Chemical Property of N,N'-di-p-toluenesulfonyl-N,N'-bis(3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-yl)-1,3-diaminopropane

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Technology Process of N,N'-di-p-toluenesulfonyl-N,N'-bis(3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-yl)-1,3-diaminopropane

There total 1 articles about N,N'-di-p-toluenesulfonyl-N,N'-bis(3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-yl)-1,3-diaminopropane 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: 66.0%

: 109-64-8
1,3-dibromo-propane

: 846549-48-2
N-[(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-4-methyl-benzenesulfonamide

: 850165-08-1
N,N'-di-p-toluenesulfonyl-N,N'-bis(3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-yl)-1,3-diaminopropane

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 8h;
DOI:10.1016/j.carres.2004.12.024

Reference yield: 85.0%

: 850165-08-1
N,N'-di-p-toluenesulfonyl-N,N'-bis(3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-yl)-1,3-diaminopropane

: 850165-09-2
C₃₅H₅₀N₂O₁₄S₂

Guidance literature:: With acetic acid; In water; at 25 ℃; for 12h;
DOI:10.1016/j.carres.2004.12.024

Reference yield:

: 850165-08-1
N,N'-di-p-toluenesulfonyl-N,N'-bis(3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-yl)-1,3-diaminopropane

: (1S,7S,8R,9R,11S,20S,22R,23R)-8,9:22,23-diisopropylidenedioxy-2,6-bis-(p-toluenesulfonyl)-10,13,18,21-tetraoxa-2,6-diazatricyclo[18.3.0.0^7,11]tricos-15-ene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / AcOH / H₂O / 12 h / 25 °C

2.1: NaIO₄ / methanol; H₂O / 2 h / 0 - 25 °C

2.2: 86 percent / NaBH₄ / methanol / 12 h / 25 °C

3.1: 86 percent / NaOH; Bu₄NBr / CH₂Cl₂; H₂O / 12 h / 25 °C

4.1: 78 percent / Ru[Cl₂-(PCy₃)2-CH=Ph] / CH₂Cl₂ / 36 h / 25 °C

With sodium hydroxide; sodium periodate; tetrabutylammomium bromide; acetic acid; Grubbs catalyst first generation; In methanol; dichloromethane; water;
DOI:10.1016/j.carres.2004.12.024