(E)-N-(((3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylene)-4-methoxybenzeneamine

Base Information

Chemical Name:(E)-N-(((3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylene)-4-methoxybenzeneamine
CAS No.:936828-41-0
Molecular Formula:C₁₅H₁₉NO₄
Molecular Weight:277.32
Hs Code.:

Synonyms:(E)-N-(((3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylene)-4-methoxybenzeneamine

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Chemical Property of (E)-N-(((3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylene)-4-methoxybenzeneamine

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Technology Process of (E)-N-(((3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylene)-4-methoxybenzeneamine

There total 4 articles about (E)-N-(((3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylene)-4-methoxybenzeneamine 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: 94.0%

: 104-94-9
4-methoxy-aniline

: 71165-16-7
(3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxole-4-carbaldehyde

: 936828-41-0
(E)-N-(((3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylene)-4-methoxybenzeneamine

Guidance literature:: With magnesium sulfate; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1016/j.tet.2007.02.022

Reference yield:

: 53626-11-2
(S)-((3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethane-1,2-diol

: 936828-41-0
(E)-N-(((3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylene)-4-methoxybenzeneamine

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / NaIO₄; silica / CH₂Cl₂; H₂O / 5 h / 20 °C

2: 94 percent / anhydrous MgSO₄ / CH₂Cl₂ / 15 h / 20 °C

With sodium periodate; silica gel; magnesium sulfate; In dichloromethane; water;
DOI:10.1016/j.tet.2007.02.022

Reference yield:

: 188778-70-3
O⁴,O⁵-isopropylidene-3,6-anhydro-1-deoxy-1-iodo-D-glucitol

: 936828-41-0
(E)-N-(((3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylene)-4-methoxybenzeneamine

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / NaH / tetrahydrofuran / 5 h / 20 °C

2: 60 percent / NaOH / tetrahydrofuran; H₂O / 48 h / Heating

3: 82 percent / NaIO₄; silica / CH₂Cl₂; H₂O / 5 h / 20 °C

4: 94 percent / anhydrous MgSO₄ / CH₂Cl₂ / 15 h / 20 °C

With sodium hydroxide; sodium periodate; silica gel; sodium hydride; magnesium sulfate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tet.2007.02.022