1-[(2S)-4-cyano-2-(6-methoxy-2-prop-2-enylphenylcarbonyloxy)butyl]-(1S,2S)-2-methylpent-4-enyl acetate

Base Information

Chemical Name:1-[(2S)-4-cyano-2-(6-methoxy-2-prop-2-enylphenylcarbonyloxy)butyl]-(1S,2S)-2-methylpent-4-enyl acetate
CAS No.:865622-45-3
Molecular Formula:C₂₄H₃₁NO₅
Molecular Weight:413.514
Hs Code.:

Synonyms:1-[(2S)-4-cyano-2-(6-methoxy-2-prop-2-enylphenylcarbonyloxy)butyl]-(1S,2S)-2-methylpent-4-enyl acetate

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Chemical Property of 1-[(2S)-4-cyano-2-(6-methoxy-2-prop-2-enylphenylcarbonyloxy)butyl]-(1S,2S)-2-methylpent-4-enyl acetate

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Technology Process of 1-[(2S)-4-cyano-2-(6-methoxy-2-prop-2-enylphenylcarbonyloxy)butyl]-(1S,2S)-2-methylpent-4-enyl acetate

There total 9 articles about 1-[(2S)-4-cyano-2-(6-methoxy-2-prop-2-enylphenylcarbonyloxy)butyl]-(1S,2S)-2-methylpent-4-enyl acetate 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: 87.0%

: 865622-43-1
1-((1S)-1-methylbut-3-enyl)-(1S,3R)-5-cyano-3-(6-methoxy-2-prop-2-enylphenylcarbonyloxy)pent-4-enyl acetate

: 865622-45-3
1-[(2S)-4-cyano-2-(6-methoxy-2-prop-2-enylphenylcarbonyloxy)butyl]-(1S,2S)-2-methylpent-4-enyl acetate

Guidance literature:: With hydrido(triphenylphosphine)copper(I) hexamer; In water; benzene; for 0.75h; Heating;
DOI:10.1021/jo050750x

Reference yield:

: 865622-38-4
5-((1S)-1-methylbut-3-enyl)-(3R,5S)-oxolane-2,3-diol

: 865622-45-3
1-[(2S)-4-cyano-2-(6-methoxy-2-prop-2-enylphenylcarbonyloxy)butyl]-(1S,2S)-2-methylpent-4-enyl acetate

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / silver(I) carbonate on Celite / benzene / 1 h / Heating

2: 95 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C

3: 93 percent / DIBAL-H / diethyl ether; hexane / 0.5 h / -78 °C

4: 21 percent / toluene / 2 h / 80 °C

5: 97 percent / triethylamine; DMAP / CH₂Cl₂ / 3 h / 20 °C

6: 87 percent / hydrido(triphenylphosphine)copper(I) hexamer / benzene; H₂O / 0.75 h / Heating

With dmap; hydrido(triphenylphosphine)copper(I) hexamer; diisobutylaluminium hydride; triethylamine; dicyclohexyl-carbodiimide; silver carbonate; In diethyl ether; hexane; dichloromethane; water; toluene; benzene; 4: Wittig reaction;
DOI:10.1021/jo050750x

Reference yield:

: 58475-17-5
(R)-1-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethan-1-ol

: 865622-45-3
1-[(2S)-4-cyano-2-(6-methoxy-2-prop-2-enylphenylcarbonyloxy)butyl]-(1S,2S)-2-methylpent-4-enyl acetate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 90 percent / carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 0 - 20 °C

2.1: copper(I) cyanide; MeLi / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

2.2: 83 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C

3.1: 85 percent / acetic acid / H₂O / 3 h / 70 °C

4.1: 81 percent / silver(I) carbonate on Celite / benzene / 1 h / Heating

5.1: 95 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C

6.1: 93 percent / DIBAL-H / diethyl ether; hexane / 0.5 h / -78 °C

7.1: 21 percent / toluene / 2 h / 80 °C

8.1: 97 percent / triethylamine; DMAP / CH₂Cl₂ / 3 h / 20 °C

9.1: 87 percent / hydrido(triphenylphosphine)copper(I) hexamer / benzene; H₂O / 0.75 h / Heating

With dmap; carbon tetrabromide; hydrido(triphenylphosphine)copper(I) hexamer; methyllithium; copper(l) cyanide; diisobutylaluminium hydride; acetic acid; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; silver carbonate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; toluene; benzene; 7.1: Wittig reaction;
DOI:10.1021/jo050750x