(S)-4-((1S,4R)-4-Benzyloxymethyl-1,4-dimethyl-cyclobut-2-enyl)-2,2-dimethyl-[1,3]dioxolane

Base Information

Chemical Name:(S)-4-((1S,4R)-4-Benzyloxymethyl-1,4-dimethyl-cyclobut-2-enyl)-2,2-dimethyl-[1,3]dioxolane
CAS No.:911433-15-3
Molecular Formula:C₁₉H₂₆O₃
Molecular Weight:302.414
Hs Code.:

Synonyms:(S)-4-((1S,4R)-4-Benzyloxymethyl-1,4-dimethyl-cyclobut-2-enyl)-2,2-dimethyl-[1,3]dioxolane

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Chemical Property of (S)-4-((1S,4R)-4-Benzyloxymethyl-1,4-dimethyl-cyclobut-2-enyl)-2,2-dimethyl-[1,3]dioxolane

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Technology Process of (S)-4-((1S,4R)-4-Benzyloxymethyl-1,4-dimethyl-cyclobut-2-enyl)-2,2-dimethyl-[1,3]dioxolane

There total 3 articles about (S)-4-((1S,4R)-4-Benzyloxymethyl-1,4-dimethyl-cyclobut-2-enyl)-2,2-dimethyl-[1,3]dioxolane 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:

: 911432-87-6
[(1R,4S)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1,4-dimethyl-cyclobut-2-enyl]-methanol

: 100-39-0
benzyl bromide

: 911433-15-3
(S)-4-((1S,4R)-4-Benzyloxymethyl-1,4-dimethyl-cyclobut-2-enyl)-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 36h;
DOI:10.1002/anie.200601358

Reference yield:

: 911432-86-5
(S)-1-((1S,4R)-4-Hydroxymethyl-1,4-dimethyl-cyclobut-2-enyl)-ethane-1,2-diol

: 911433-15-3
(S)-4-((1S,4R)-4-Benzyloxymethyl-1,4-dimethyl-cyclobut-2-enyl)-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / p-TsOH*H₂O / CH₂Cl₂ / 0.5 h / 20 °C

2: NaH / tetrahydrofuran; dimethylformamide / 36 h / 20 °C

With sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200601358

Reference yield:

: 2,2-Dimethyl-propionic acid (S)-1,5-dimethyl-4-oxo-3-oxa-bicyclo[3.2.0]hept-6-en-2-ylmethyl ester

: 911433-15-3
(S)-4-((1S,4R)-4-Benzyloxymethyl-1,4-dimethyl-cyclobut-2-enyl)-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1: 5.68 g / LiAlH₄ / diethyl ether / 2 h / 20 °C

2: 81 percent / p-TsOH*H₂O / CH₂Cl₂ / 0.5 h / 20 °C

3: NaH / tetrahydrofuran; dimethylformamide / 36 h / 20 °C

With lithium aluminium tetrahydride; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200601358