(R)-((S)-2-{(E)-5-[(tert-butyldimethylsilyl)oxy]-2,2-dimethylpent-3-en-1-yl}oxiran-2-yl)methyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Chemical Name:(R)-((S)-2-{(E)-5-[(tert-butyldimethylsilyl)oxy]-2,2-dimethylpent-3-en-1-yl}oxiran-2-yl)methyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
CAS No.:1309113-22-1
Molecular Formula:C₂₆H₃₉F₃O₅Si
Molecular Weight:516.673
Hs Code.:

Synonyms:(R)-((S)-2-{(E)-5-[(tert-butyldimethylsilyl)oxy]-2,2-dimethylpent-3-en-1-yl}oxiran-2-yl)methyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Chemical Property of (R)-((S)-2-{(E)-5-[(tert-butyldimethylsilyl)oxy]-2,2-dimethylpent-3-en-1-yl}oxiran-2-yl)methyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Technology Process of (R)-((S)-2-{(E)-5-[(tert-butyldimethylsilyl)oxy]-2,2-dimethylpent-3-en-1-yl}oxiran-2-yl)methyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

There total 14 articles about (R)-((S)-2-{(E)-5-[(tert-butyldimethylsilyl)oxy]-2,2-dimethylpent-3-en-1-yl}oxiran-2-yl)methyl 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: 92.0%

: 1309113-21-0
(R,E)-(2-{5-[(tert-butyldimethylsilyl)oxy]-2,2-dimethylpent-3-en-1-yl}oxiran-2-yl)methanol

: 39637-99-5,20445-33-4
(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride

: 1309113-22-1
(R)-((S)-2-{(E)-5-[(tert-butyldimethylsilyl)oxy]-2,2-dimethylpent-3-en-1-yl}oxiran-2-yl)methyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1002/anie.201006880

Reference yield:

: 1309113-14-1
(E)-tert-butyl[(6-{[(4-methoxybenzyl)oxy]methyl}-4,4-dimethylhepta-2,6-dien-1-yl)oxy]dimethylsilane

: 1309113-22-1
(R)-((S)-2-{(E)-5-[(tert-butyldimethylsilyl)oxy]-2,2-dimethylpent-3-en-1-yl}oxiran-2-yl)methyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 20 °C

2.1: titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 20 h / -25 °C

2.2: Molecular sieve

3.1: dmap; triethylamine / dichloromethane / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1021/ol403441c

Reference yield:

: 1309113-09-4
methyl 4-{[(4-methoxybenzyl)oxy]methyl}-2,2-dimethylpent-4-enoate

: 1309113-22-1
(R)-((S)-2-{(E)-5-[(tert-butyldimethylsilyl)oxy]-2,2-dimethylpent-3-en-1-yl}oxiran-2-yl)methyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / -78 - 20 °C

2.1: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C

3.1: sodium hydride / tetrahydrofuran / 1 h / 50 °C

3.2: 2.5 h / 80 °C

4.1: diisobutylaluminium hydride / tetrahydrofuran / -78 - 20 °C

5.1: 1H-imidazole; dmap / dichloromethane / 20 °C

6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 20 °C

7.1: titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 20 h / -25 °C

7.2: Molecular sieve

8.1: dmap; triethylamine / dichloromethane / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium hydride; diisobutylaluminium hydride; triethylamine; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol403441c