(1S,3S,4S)-1-(2-cyanoethyl)-3-hydroxy-4-methylhept-6-enyl 6-methoxy-2-prop-2-enylbenzoate

Base Information

Chemical Name:(1S,3S,4S)-1-(2-cyanoethyl)-3-hydroxy-4-methylhept-6-enyl 6-methoxy-2-prop-2-enylbenzoate
CAS No.:865622-46-4
Molecular Formula:C₂₂H₂₉NO₄
Molecular Weight:371.477
Hs Code.:

Synonyms:(1S,3S,4S)-1-(2-cyanoethyl)-3-hydroxy-4-methylhept-6-enyl 6-methoxy-2-prop-2-enylbenzoate

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Chemical Property of (1S,3S,4S)-1-(2-cyanoethyl)-3-hydroxy-4-methylhept-6-enyl 6-methoxy-2-prop-2-enylbenzoate

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Technology Process of (1S,3S,4S)-1-(2-cyanoethyl)-3-hydroxy-4-methylhept-6-enyl 6-methoxy-2-prop-2-enylbenzoate

There total 10 articles about (1S,3S,4S)-1-(2-cyanoethyl)-3-hydroxy-4-methylhept-6-enyl 6-methoxy-2-prop-2-enylbenzoate 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: 89.0%

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

: 865622-46-4
(1S,3S,4S)-1-(2-cyanoethyl)-3-hydroxy-4-methylhept-6-enyl 6-methoxy-2-prop-2-enylbenzoate

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 5h;
DOI:10.1021/jo050750x

Reference yield:

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

: 865622-46-4
(1S,3S,4S)-1-(2-cyanoethyl)-3-hydroxy-4-methylhept-6-enyl 6-methoxy-2-prop-2-enylbenzoate

Guidance literature:: Multi-step reaction with 7 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

7: 89 percent / potassium carbonate / methanol / 5 h / 20 °C

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

Reference yield:

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

: 865622-46-4
(1S,3S,4S)-1-(2-cyanoethyl)-3-hydroxy-4-methylhept-6-enyl 6-methoxy-2-prop-2-enylbenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / hydrido(triphenylphosphine)copper(I) hexamer / benzene; H₂O / 0.75 h / Heating

2: 89 percent / potassium carbonate / methanol / 5 h / 20 °C

With hydrido(triphenylphosphine)copper(I) hexamer; potassium carbonate; In methanol; water; benzene;
DOI:10.1021/jo050750x