(2R,2'R,6'S)-7'-<(tert-butyldimethylsilyl)oxy>-2',6'-dimethyl-1'-heptyl 2-methoxy-2-phenyl-3,3,3-trifluoropropanoate

Base Information

Chemical Name:(2R,2'R,6'S)-7'-<(tert-butyldimethylsilyl)oxy>-2',6'-dimethyl-1'-heptyl 2-methoxy-2-phenyl-3,3,3-trifluoropropanoate
CAS No.:113490-00-9
Molecular Formula:C₂₅H₄₁F₃O₄Si
Molecular Weight:490.679
Hs Code.:

Synonyms:(2R,2'R,6'S)-7'-<(tert-butyldimethylsilyl)oxy>-2',6'-dimethyl-1'-heptyl 2-methoxy-2-phenyl-3,3,3-trifluoropropanoate

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Chemical Property of (2R,2'R,6'S)-7'-<(tert-butyldimethylsilyl)oxy>-2',6'-dimethyl-1'-heptyl 2-methoxy-2-phenyl-3,3,3-trifluoropropanoate

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Technology Process of (2R,2'R,6'S)-7'-<(tert-butyldimethylsilyl)oxy>-2',6'-dimethyl-1'-heptyl 2-methoxy-2-phenyl-3,3,3-trifluoropropanoate

There total 10 articles about (2R,2'R,6'S)-7'-<(tert-butyldimethylsilyl)oxy>-2',6'-dimethyl-1'-heptyl 2-methoxy-2-phenyl-3,3,3-trifluoropropanoate 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: 93.0%

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

: 99529-29-0
(2R,6S)-7-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-1-heptanol

: 113490-00-9
(2R,2'R,6'S)-7'-<(tert-butyldimethylsilyl)oxy>-2',6'-dimethyl-1'-heptyl 2-methoxy-2-phenyl-3,3,3-trifluoropropanoate

Guidance literature:: With dmap; In dichloromethane; for 12h;
DOI:10.1021/jo00244a017

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 113490-00-9
(2R,2'R,6'S)-7'-<(tert-butyldimethylsilyl)oxy>-2',6'-dimethyl-1'-heptyl 2-methoxy-2-phenyl-3,3,3-trifluoropropanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 4-(dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 5 h

2: pyridine / CH₂Cl₂ / 2 h / Ambient temperature

4: 99 percent / H₂ / PtO₂ / ethyl acetate / 3 h

5: 98 percent / LiAlH₄ / diethyl ether / 3 h / Ambient temperature

6: 93 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h

With pyridine; dmap; lithium aluminium tetrahydride; hydrogen; triethylamine; platinum(IV) oxide; In diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/jo00244a017

Reference yield:

: 113489-84-2
(2'R,3'S,4R,5S)-3-(3'-hydroxy-2'-methyl-1'-oxo-5'-pentenyl)-4-methyl-5-phenyl-2-oxazolidone

: 113490-00-9
(2R,2'R,6'S)-7'-<(tert-butyldimethylsilyl)oxy>-2',6'-dimethyl-1'-heptyl 2-methoxy-2-phenyl-3,3,3-trifluoropropanoate

Guidance literature:: Multi-step reaction with 8 steps

1: 77 percent / aq. KOH / methanol / 0.75 h / 0 °C

2: 95 percent / LiAlH₄ / tetrahydrofuran / 2.5 h / Heating

3: 4-(dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 5 h

4: pyridine / CH₂Cl₂ / 2 h / Ambient temperature

6: 99 percent / H₂ / PtO₂ / ethyl acetate / 3 h

7: 98 percent / LiAlH₄ / diethyl ether / 3 h / Ambient temperature

8: 93 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h

With pyridine; dmap; potassium hydroxide; lithium aluminium tetrahydride; hydrogen; triethylamine; platinum(IV) oxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/jo00244a017