(3aS,7aR)-methyl 2,2-dimethyl-7-(para-tolyl)-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

Base Information

Chemical Name:(3aS,7aR)-methyl 2,2-dimethyl-7-(para-tolyl)-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate
CAS No.:1310321-23-3
Molecular Formula:C₁₈H₂₀O₄
Molecular Weight:300.354
Hs Code.:

Synonyms:

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Chemical Property of (3aS,7aR)-methyl 2,2-dimethyl-7-(para-tolyl)-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

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Technology Process of (3aS,7aR)-methyl 2,2-dimethyl-7-(para-tolyl)-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

There total 5 articles about (3aS,7aR)-methyl 2,2-dimethyl-7-(para-tolyl)-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:

: 1310321-18-6
(3aS,7aS)-methyl 7-bromo-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

: 1310321-23-3
(3aS,7aR)-methyl 2,2-dimethyl-7-(para-tolyl)-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; N,N-dimethyl-formamide / 72 h / 20 °C

2: methanol; hexane; benzene / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In methanol; hexane; water; N,N-dimethyl-formamide; benzene; 1: Sonogashira-Miyaura coupling;
DOI:10.1039/c1ob05131h

Reference yield:

: 68414-26-6
(1S,6S)-5-bromo-1,6-dihydroxycyclohexa-2,4-dienecarboxylic acid

: 1310321-23-3
(3aS,7aR)-methyl 2,2-dimethyl-7-(para-tolyl)-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: methanol; hexane; benzene / 20 °C

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

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; N,N-dimethyl-formamide / 72 h / 20 °C

4: methanol; hexane; benzene / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; toluene-4-sulfonic acid; In methanol; hexane; water; N,N-dimethyl-formamide; acetone; benzene; 3: Sonogashira-Miyaura coupling;
DOI:10.1039/c1ob05131h

Reference yield:

: 17264-87-8
m-bromobenzoic acid Na-salt

: 1310321-23-3
(3aS,7aR)-methyl 2,2-dimethyl-7-(para-tolyl)-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium benzoate; sodium succinate / water / 30 °C

1.2: pH 3

2.1: methanol; hexane; benzene / 20 °C

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

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; N,N-dimethyl-formamide / 72 h / 20 °C

5.1: methanol; hexane; benzene / 20 °C

With sodium benzoate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium succinate; potassium carbonate; toluene-4-sulfonic acid; In methanol; hexane; water; N,N-dimethyl-formamide; acetone; benzene; 4.1: Sonogashira-Miyaura coupling;
DOI:10.1039/c1ob05131h