N,N-diethyl-5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-glycero-α-D-gluco-heptofuranuronamide

Base Information

Chemical Name:N,N-diethyl-5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-glycero-α-D-gluco-heptofuranuronamide
CAS No.:1423780-03-3
Molecular Formula:C₂₁H₂₉NO₆
Molecular Weight:391.464
Hs Code.:

Synonyms:N,N-diethyl-5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-glycero-α-D-gluco-heptofuranuronamide

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Chemical Property of N,N-diethyl-5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-glycero-α-D-gluco-heptofuranuronamide

Chemical Property:

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Technology Process of N,N-diethyl-5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-glycero-α-D-gluco-heptofuranuronamide

There total 2 articles about N,N-diethyl-5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-glycero-α-D-gluco-heptofuranuronamide 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:

: N,N-diethyl-5,6-anhydro-1,2-O-isopropylideneglycero-α-gluco-heptofuranuronamide

: 100-39-0
benzyl bromide

: C₂₁H₂₉NO₆

: 1423780-03-3
N,N-diethyl-5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-glycero-α-D-gluco-heptofuranuronamide

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Overall yield = 83 %; Overall yield = 1.72 g;
DOI:10.1016/j.tetasy.2012.12.005

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 1423780-03-3
N,N-diethyl-5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-glycero-α-D-gluco-heptofuranuronamide

Guidance literature:: Multi-step reaction with 2 steps

1: sodium periodate; silica gel / dichloromethane

2: sodium hydroxide / dichloromethane; water / 1 h / 20 °C

With sodium periodate; silica gel; sodium hydroxide; In dichloromethane; water;
DOI:10.1016/j.tetasy.2012.12.005

Reference yield:

: 1423780-03-3
N,N-diethyl-5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-glycero-α-D-gluco-heptofuranuronamide

: C₁₇H₂₀O₆

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; at 0 ℃; for 0.333333h;
DOI:10.1016/j.tetasy.2012.12.005