(3aS,7aR)-methyl 7-(1-benzyl-1H-1,2,3-triazol-4-yl)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

Base Information

Chemical Name:(3aS,7aR)-methyl 7-(1-benzyl-1H-1,2,3-triazol-4-yl)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate
CAS No.:1310321-26-6
Molecular Formula:C₂₀H₂₁N₃O₄
Molecular Weight:367.404
Hs Code.:

Synonyms:(3aS,7aR)-methyl 7-(1-benzyl-1H-1,2,3-triazol-4-yl)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

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Chemical Property of (3aS,7aR)-methyl 7-(1-benzyl-1H-1,2,3-triazol-4-yl)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

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Technology Process of (3aS,7aR)-methyl 7-(1-benzyl-1H-1,2,3-triazol-4-yl)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

There total 6 articles about (3aS,7aR)-methyl 7-(1-benzyl-1H-1,2,3-triazol-4-yl)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate 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: 34.0%

: 1310321-25-5
(3aS,7aR)-methyl 7-ethynyl-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

: 622-79-7
benzyl azide

: 1310321-26-6
(3aS,7aR)-methyl 7-(1-benzyl-1H-1,2,3-triazol-4-yl)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

Guidance literature:: With copper(II) sulfate; ascorbic acid; In ethanol; water; at 20 ℃; for 48h;
DOI:10.1039/c1ob05131h

Reference yield:

: 1310321-17-5
(1S,6S)-methyl 5-bromo-1,6-dihydroxycyclohexa-2,4-dienecarboxylate

: 1310321-26-6
(3aS,7aR)-methyl 7-(1-benzyl-1H-1,2,3-triazol-4-yl)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / acetone / 48 h / 20 °C

2: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-butylamine / tetrahydrofuran / 24 h / 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 20 °C

4: copper(II) sulfate; ascorbic acid / ethanol; water / 48 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; copper(II) sulfate; N-butylamine; ascorbic acid; In tetrahydrofuran; ethanol; water; acetone; 2: Sonogashira reaction / 4: Huisgen cycloaddition;
DOI:10.1039/c1ob05131h

Reference yield:

: 1310321-24-4
(3aS,7aR)-methyl 2,2-dimethyl-7-((triisopropylsilyl)ethynyl)-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

: 1310321-26-6
(3aS,7aR)-methyl 7-(1-benzyl-1H-1,2,3-triazol-4-yl)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 20 °C

2: copper(II) sulfate; ascorbic acid / ethanol; water / 48 h / 20 °C

With tetrabutyl ammonium fluoride; copper(II) sulfate; ascorbic acid; In tetrahydrofuran; ethanol; water; 2: Huisgen cycloaddition;
DOI:10.1039/c1ob05131h