(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 4-((1R,2S,3R)-3-hydroxy-2,3-dimethyl-cyclopentyl)-pent-4-enyl ester

Base Information

Chemical Name:(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 4-((1R,2S,3R)-3-hydroxy-2,3-dimethyl-cyclopentyl)-pent-4-enyl ester
CAS No.:144426-65-3
Molecular Formula:C₂₂H₂₉F₃O₄
Molecular Weight:414.465
Hs Code.:

Synonyms:

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Chemical Property of (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 4-((1R,2S,3R)-3-hydroxy-2,3-dimethyl-cyclopentyl)-pent-4-enyl ester

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Technology Process of (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 4-((1R,2S,3R)-3-hydroxy-2,3-dimethyl-cyclopentyl)-pent-4-enyl ester

There total 26 articles about (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 4-((1R,2S,3R)-3-hydroxy-2,3-dimethyl-cyclopentyl)-pent-4-enyl ester 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: 96.0%

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

: 99877-51-7
4-(3-hydroxy-2,3-dimethyl-cyclopentyl)-pent-4-ene-1-ol

: 144426-65-3
(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 4-((1R,2S,3R)-3-hydroxy-2,3-dimethyl-cyclopentyl)-pent-4-enyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; for 24h; Ambient temperature;

Reference yield:

: 109833-04-7
(2S,3S)-3-<3'-(dimethyl-t-butylsiloxy)prop-1'(E)-enyl>-2-methylcyclopentanone

: 144426-65-3
(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 4-((1R,2S,3R)-3-hydroxy-2,3-dimethyl-cyclopentyl)-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 16 steps

1: 1) CeCl₂ / 1) THF, Et₂O, -78 deg C, 30 min, 2) THF, -78 deg C, 2 h

2: 99.4 percent / p-TsOH / methanol / 2 h / Ambient temperature

3: 18.9 percent / propanoic acid / xylene / 1.5 h / 150 °C

4: LiAlH₄ / tetrahydrofuran / Ambient temperature

5: DMAP / CH₂Cl₂ / 0 °C

6: dimethylsulfoxide / 62 °C

7: DIBAH / toluene; hexane / -78 °C

8: NaBH₄ / methanol / 0 °C

9: DMAP / CH₂Cl₂ / 0 °C

10: 1) OsO₄, 2) NaIO₄ / 1) dioxane, RT, 2) H₂O, RT

11: NaBH₄ / methanol / 0.08 h / 0 °C

12: 46 percent / DMAP / CH₂Cl₂ / 24 h / 0 °C

13: 40.6 mg / NaI / acetone / 6 h / 70 °C

14: DBU / benzene / 70 °C

15: K₂CO₃ / methanol / 4 h / Ambient temperature

16: 96 percent / DMAD, dicyclohexylcarbodiimide / 24 h / Ambient temperature

With dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; propionic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; sodium iodide; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; acetone; toluene; xylene; benzene;

Reference yield:

: 122058-38-2
(1R,2S,3S)-3-<3'-hydroxyprop-1(E)-enyl>-1,2-dimethylcyclopentanol

: 144426-65-3
(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 4-((1R,2S,3R)-3-hydroxy-2,3-dimethyl-cyclopentyl)-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 18.9 percent / propanoic acid / xylene / 1.5 h / 150 °C

2: LiAlH₄ / tetrahydrofuran / Ambient temperature

3: DMAP / CH₂Cl₂ / 0 °C

4: dimethylsulfoxide / 62 °C

5: DIBAH / toluene; hexane / -78 °C

6: NaBH₄ / methanol / 0 °C

7: DMAP / CH₂Cl₂ / 0 °C

8: 1) OsO₄, 2) NaIO₄ / 1) dioxane, RT, 2) H₂O, RT

9: NaBH₄ / methanol / 0.08 h / 0 °C

10: 46 percent / DMAP / CH₂Cl₂ / 24 h / 0 °C

11: 40.6 mg / NaI / acetone / 6 h / 70 °C

12: DBU / benzene / 70 °C

13: K₂CO₃ / methanol / 4 h / Ambient temperature

14: 96 percent / DMAD, dicyclohexylcarbodiimide / 24 h / Ambient temperature

With dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; diisobutylaluminium hydride; potassium carbonate; propionic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; sodium iodide; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; acetone; toluene; xylene; benzene;