2-{(1S,2S,4S)-4-(benzyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-methylcyclobutyl}-2-propanolan-1-ol

Base Information

Chemical Name:2-{(1S,2S,4S)-4-(benzyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-methylcyclobutyl}-2-propanolan-1-ol
CAS No.:696598-49-9
Molecular Formula:C₂₀H₃₀O₄
Molecular Weight:334.456
Hs Code.:

Synonyms:2-{(1S,2S,4S)-4-(benzyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-methylcyclobutyl}-2-propanolan-1-ol

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Chemical Property of 2-{(1S,2S,4S)-4-(benzyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-methylcyclobutyl}-2-propanolan-1-ol

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Technology Process of 2-{(1S,2S,4S)-4-(benzyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-methylcyclobutyl}-2-propanolan-1-ol

There total 6 articles about 2-{(1S,2S,4S)-4-(benzyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-methylcyclobutyl}-2-propanolan-1-ol 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: 86.0%

: 100-51-6,185532-71-2
benzyl alcohol

: 696598-39-7
2-{(1R,4S)-4-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-methyl-2-cyclobutenyl}-2-propanol

: 696598-49-9
2-{(1S,2S,4S)-4-(benzyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-methylcyclobutyl}-2-propanolan-1-ol

Guidance literature:: benzyl alcohol; 2-{(1R,4S)-4-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-methyl-2-cyclobutenyl}-2-propanol; With perchloric acid; mercury(II) diacetate; In dichloromethane; at 20 ℃; for 24h;

With sodium tetrahydroborate; In tetrahydrofuran; water; pH=8; Further stages.;
DOI:10.1021/jo800970u

Reference yield: 79.0%

: 100-39-0
benzyl bromide

: 696598-44-4
(1S,2S,3S)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-(1-hydroxy-1-methylethyl)-3-methylcyclobutan-1-ol

: 696598-49-9
2-{(1S,2S,4S)-4-(benzyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-methylcyclobutyl}-2-propanolan-1-ol

Guidance literature:: (1S,2S,3S)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-(1-hydroxy-1-methylethyl)-3-methylcyclobutan-1-ol; With sodium hydride; In tetrahydrofuran; for 2h; cooling;

benzyl bromide; In tetrahydrofuran;
DOI:10.1021/ol0497032

Reference yield:

: 84077-32-7
(-)-(S)-4-methyl-5-pivaloyloxymethyl-2(5H)-furanone

: 696598-49-9
2-{(1S,2S,4S)-4-(benzyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-methylcyclobutyl}-2-propanolan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 89 percent / acetonitrile / 7.5 h / -15 °C / UV-irradiation

2.1: 69 percent / Zn / ethanol; H₂O / 0.33 h / 105 °C / microwave irradiation

3.1: 86 percent / tetrahydrofuran; diethyl ether / 3 h / -78 - 20 °C

4.1: 91 percent / p-TsOH / 12 h / 20 °C

5.1: Hg(OAc)2 / H₂O; tetrahydrofuran / 2.5 h / 20 °C

5.2: 92 percent / NaOH; NaBH₄ / tetrahydrofuran; H₂O / 0.5 h / 20 °C

6.1: NaH / tetrahydrofuran / 2 h / cooling

6.2: 79 percent / tetrahydrofuran

With mercury(II) diacetate; sodium hydride; toluene-4-sulfonic acid; zinc; In tetrahydrofuran; diethyl ether; ethanol; water; acetonitrile;
DOI:10.1021/ol0497032