(4R,2'S)-4-[(Z)-2'-(4-methoxy-benzyloxy)-pent-3'-enyl]-2,2-dimethyl-[1,3]dioxolane

Base Information

Chemical Name:(4R,2'S)-4-[(Z)-2'-(4-methoxy-benzyloxy)-pent-3'-enyl]-2,2-dimethyl-[1,3]dioxolane
CAS No.:474746-05-9
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

Synonyms:(4R,2'S)-4-[(Z)-2'-(4-methoxy-benzyloxy)-pent-3'-enyl]-2,2-dimethyl-[1,3]dioxolane

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Chemical Property of (4R,2'S)-4-[(Z)-2'-(4-methoxy-benzyloxy)-pent-3'-enyl]-2,2-dimethyl-[1,3]dioxolane

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Technology Process of (4R,2'S)-4-[(Z)-2'-(4-methoxy-benzyloxy)-pent-3'-enyl]-2,2-dimethyl-[1,3]dioxolane

There total 3 articles about (4R,2'S)-4-[(Z)-2'-(4-methoxy-benzyloxy)-pent-3'-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: 99.0%

: (4'R)-(Z)-1-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-pent-3-en-2-ol

: 2746-25-0
p-Methoxybenzyl bromide

: 474746-05-9
(4R,2'S)-4-[(Z)-2'-(4-methoxy-benzyloxy)-pent-3'-enyl]-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: (4'R)-(Z)-1-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-pent-3-en-2-ol; p-Methoxybenzyl bromide; With potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; toluene; at -78 ℃; for 1h;

In tetrahydrofuran; toluene; at 23 ℃; for 1h; Further stages.;
DOI:10.1021/ol0266875

Reference yield:

: 474746-04-8
(4R)-(Z)-1-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-pent-3-en-2-one

: 474746-05-9
(4R,2'S)-4-[(Z)-2'-(4-methoxy-benzyloxy)-pent-3'-enyl]-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 58 mg / Zn(BH₄)2 / toluene; diethyl ether / 5 h / -30 °C

2.1: KHMDS; Et₃N / tetrahydrofuran; toluene / 1 h / -78 °C

2.2: 99 percent / tetrahydrofuran; toluene / 1 h / 23 °C

With zinc(II) tetrahydroborate; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1021/ol0266875

Reference yield:

: 148933-43-1
(4R)-2-(2',2'-dimethyl-[1',3']-dioxolan-4'-yl)-N-methoxy-N-methyl acetamide

: 474746-05-9
(4R,2'S)-4-[(Z)-2'-(4-methoxy-benzyloxy)-pent-3'-enyl]-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 1 h / 0 °C

2.1: 58 mg / Zn(BH₄)2 / toluene; diethyl ether / 5 h / -30 °C

3.1: KHMDS; Et₃N / tetrahydrofuran; toluene / 1 h / -78 °C

3.2: 99 percent / tetrahydrofuran; toluene / 1 h / 23 °C

With zinc(II) tetrahydroborate; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1021/ol0266875