(R)-((R,E)-2-hydroxy-2,6-dimethylundec-6-en-10-yn-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Chemical Name:(R)-((R,E)-2-hydroxy-2,6-dimethylundec-6-en-10-yn-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
CAS No.:1312080-58-2
Molecular Formula:C₂₃H₂₉F₃O₄
Molecular Weight:426.476
Hs Code.:

Synonyms:(R)-((R,E)-2-hydroxy-2,6-dimethylundec-6-en-10-yn-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Chemical Property of (R)-((R,E)-2-hydroxy-2,6-dimethylundec-6-en-10-yn-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Technology Process of (R)-((R,E)-2-hydroxy-2,6-dimethylundec-6-en-10-yn-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

There total 3 articles about (R)-((R,E)-2-hydroxy-2,6-dimethylundec-6-en-10-yn-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 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: 94.0%

: 1312080-34-4
(R,E)-2,6-dimethylundec-6-en-10-yne-2,3-diol

: 20445-31-2
R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

: 1312080-58-2
(R)-((R,E)-2-hydroxy-2,6-dimethylundec-6-en-10-yn-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

: (R)-((S,E)-2-hydroxy-2,6-dimethylundec-6-en-10-yn-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; optical yield given as %ee; Inert atmosphere;
DOI:10.1002/anie.201007757

Reference yield:

: 5389-87-7
1-chloro-3,7-dimethylocta-2,6-diene

: 1312080-58-2
(R)-((R,E)-2-hydroxy-2,6-dimethylundec-6-en-10-yn-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

: (R)-((S,E)-2-hydroxy-2,6-dimethylundec-6-en-10-yn-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / 0 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

1.3: -78 - 20 °C / Inert atmosphere

2.1: asymmetric dihydroxylation-mix-β; methanesulfonamide / water; tert-butyl alcohol / 0 °C / Inert atmosphere

3.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; n-butyllithium; methanesulfonamide; asymmetric dihydroxylation-mix-β; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; water; tert-butyl alcohol; 2.1: Sharpless dihydroxylation;
DOI:10.1002/anie.201007757

Reference yield:

: 22850-55-1
(E)-6,10-dimethyl-5,9-undecadien-1-yne

: 1312080-58-2
(R)-((R,E)-2-hydroxy-2,6-dimethylundec-6-en-10-yn-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

: (R)-((S,E)-2-hydroxy-2,6-dimethylundec-6-en-10-yn-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: asymmetric dihydroxylation-mix-β; methanesulfonamide / water; tert-butyl alcohol / 0 °C / Inert atmosphere

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; methanesulfonamide; asymmetric dihydroxylation-mix-β; dicyclohexyl-carbodiimide; In dichloromethane; water; tert-butyl alcohol; 1: Sharpless dihydroxylation;
DOI:10.1002/anie.201007757