2-(4-{1-[2-(4-benzyloxy-butyl)-allyl]-cyclohexyl}-but-3-ynyl)-[1,3]dioxolane

Base Information

Chemical Name:2-(4-{1-[2-(4-benzyloxy-butyl)-allyl]-cyclohexyl}-but-3-ynyl)-[1,3]dioxolane
CAS No.:908125-33-7
Molecular Formula:C₂₇H₃₈O₃
Molecular Weight:410.597
Hs Code.:

Synonyms:2-(4-{1-[2-(4-benzyloxy-butyl)-allyl]-cyclohexyl}-but-3-ynyl)-[1,3]dioxolane

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Chemical Property of 2-(4-{1-[2-(4-benzyloxy-butyl)-allyl]-cyclohexyl}-but-3-ynyl)-[1,3]dioxolane

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Technology Process of 2-(4-{1-[2-(4-benzyloxy-butyl)-allyl]-cyclohexyl}-but-3-ynyl)-[1,3]dioxolane

There total 8 articles about 2-(4-{1-[2-(4-benzyloxy-butyl)-allyl]-cyclohexyl}-but-3-ynyl)-[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: 60.0%

: 908125-64-4
[5-(1-ethynyl-cyclohexylmethyl)-hex-5-enyloxymethyl]-benzene

: 83665-55-8
2-(2-iodoethyl)-1,3-dioxolane

: 908125-33-7
2-(4-{1-[2-(4-benzyloxy-butyl)-allyl]-cyclohexyl}-but-3-ynyl)-[1,3]dioxolane

Guidance literature:: [5-(1-ethynyl-cyclohexylmethyl)-hex-5-enyloxymethyl]-benzene; With n-butyllithium; In tetrahydrofuran; Petroleum ether; at -78 ℃; for 0.333333h;

2-(2-iodoethyl)-1,3-dioxolane; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; Petroleum ether; at 0 - 20 ℃;
DOI:10.1021/ja063384n

Reference yield:

: 2-(4-benzyloxy-butyl)-prop-2-en-1-ol

: 908125-33-7
2-(4-{1-[2-(4-benzyloxy-butyl)-allyl]-cyclohexyl}-but-3-ynyl)-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

2.1: LDA / tetrahydrofuran; petroleum ether / 1 h / -78 °C

2.2: 86 percent / tetrahydrofuran; petroleum ether / 2.5 h / 0 - 20 °C

3.1: DIBAL-H / diethyl ether; petroleum ether / -78 - 0 °C

4.1: oxalyl chloride; methyl sulfoxide; Et₃N / CH₂Cl₂ / -78 - 20 °C

5.1: 85 percent / K₂CO₃ / methanol / 0 - 20 °C

6.1: n-BuLi / tetrahydrofuran; petroleum ether / 0.33 h / -78 °C

6.2: 60 percent / HMPA / tetrahydrofuran; petroleum ether / 0 - 20 °C

With n-butyllithium; oxalyl dichloride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; Petroleum ether; 4.1: Swern oxidation;
DOI:10.1021/ja063384n

Reference yield:

: 908125-57-5
2-(4-benzyloxy-butyl)-propenal

: 908125-33-7
2-(4-{1-[2-(4-benzyloxy-butyl)-allyl]-cyclohexyl}-but-3-ynyl)-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 7 steps

1.1: DIBAL-H / diethyl ether; petroleum ether / -78 - 0 °C

2.1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

3.1: LDA / tetrahydrofuran; petroleum ether / 1 h / -78 °C

3.2: 86 percent / tetrahydrofuran; petroleum ether / 2.5 h / 0 - 20 °C

4.1: DIBAL-H / diethyl ether; petroleum ether / -78 - 0 °C

5.1: oxalyl chloride; methyl sulfoxide; Et₃N / CH₂Cl₂ / -78 - 20 °C

6.1: 85 percent / K₂CO₃ / methanol / 0 - 20 °C

7.1: n-BuLi / tetrahydrofuran; petroleum ether / 0.33 h / -78 °C

7.2: 60 percent / HMPA / tetrahydrofuran; petroleum ether / 0 - 20 °C

With n-butyllithium; oxalyl dichloride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; Petroleum ether; 5.1: Swern oxidation;
DOI:10.1021/ja063384n