(R)-((R)-1-((2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)pent-4-ynyl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Chemical Name:(R)-((R)-1-((2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)pent-4-ynyl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
CAS No.:1312080-63-9
Molecular Formula:C₂₃H₂₉F₃O₅
Molecular Weight:442.475
Hs Code.:

Synonyms:(R)-((R)-1-((2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)pent-4-ynyl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Chemical Property of (R)-((R)-1-((2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)pent-4-ynyl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Technology Process of (R)-((R)-1-((2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)pent-4-ynyl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

There total 5 articles about (R)-((R)-1-((2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)pent-4-ynyl)-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: 76.0%

: 1312080-61-7
C₁₃H₂₂O₃

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

: 1312080-63-9
(R)-((R)-1-((2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)pent-4-ynyl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/anie.201007757

Reference yield:

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

: 1312080-63-9
(R)-((R)-1-((2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)pent-4-ynyl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 5 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: Oxone; borax; tetra(n-butyl)ammonium hydrogensulfate; edetate disodium; potassium carbonate; (3aS,4'R,7aS)-2,2,2',2'-tetramethyldihydrospiro[[1,3]dioxolo-[4,5-c]pyran-6,4'-[1,3]dioxolan]-7(7aH)-one / Dimethoxymethane; water; acetonitrile / 2 h / 0 °C / Inert atmosphere

4.1: pyridinium camphorsulfonate / toluene / 0.75 h / 0 °C

5.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 1 h / 20 °C / Inert atmosphere

With dmap; borax; Oxone; n-butyllithium; methanesulfonamide; asymmetric dihydroxylation-mix-β; tetra(n-butyl)ammonium hydrogensulfate; edetate disodium; potassium carbonate; dicyclohexyl-carbodiimide; (3aS,4'R,7aS)-2,2,2',2'-tetramethyldihydrospiro[[1,3]dioxolo-[4,5-c]pyran-6,4'-[1,3]dioxolan]-7(7aH)-one; In tetrahydrofuran; Dimethoxymethane; hexane; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 2.1: Sharpless dihydroxylation / 3.1: Shi epoxidation reaction;
DOI:10.1002/anie.201007757

Reference yield:

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

: 1312080-63-9
(R)-((R)-1-((2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)pent-4-ynyl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1: Oxone; borax; tetra(n-butyl)ammonium hydrogensulfate; edetate disodium; potassium carbonate; (3aS,4'R,7aS)-2,2,2',2'-tetramethyldihydrospiro[[1,3]dioxolo-[4,5-c]pyran-6,4'-[1,3]dioxolan]-7(7aH)-one / Dimethoxymethane; water; acetonitrile / 2 h / 0 °C / Inert atmosphere

2: pyridinium camphorsulfonate / toluene / 0.75 h / 0 °C

3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 1 h / 20 °C / Inert atmosphere

With dmap; borax; Oxone; tetra(n-butyl)ammonium hydrogensulfate; edetate disodium; potassium carbonate; dicyclohexyl-carbodiimide; (3aS,4'R,7aS)-2,2,2',2'-tetramethyldihydrospiro[[1,3]dioxolo-[4,5-c]pyran-6,4'-[1,3]dioxolan]-7(7aH)-one; In Dimethoxymethane; dichloromethane; water; toluene; acetonitrile; 1: Shi epoxidation reaction;
DOI:10.1002/anie.201007757