<(2R,3R,all-E)-2,3-Epoxy-2,6,10,14-tetramethyl-16(phenylthio)hexadeca-6,10,14-trien-1-yl>-<(2'S)-3',3',3'-trifluoro-2'-methoxy-2'-phenylpropanoat>

Base Information

Chemical Name:<(2R,3R,all-E)-2,3-Epoxy-2,6,10,14-tetramethyl-16(phenylthio)hexadeca-6,10,14-trien-1-yl>-<(2'S)-3',3',3'-trifluoro-2'-methoxy-2'-phenylpropanoat>
CAS No.:132274-06-7
Molecular Formula:C₃₆H₄₅F₃O₄S
Molecular Weight:630.812
Hs Code.:

<(2R,3R,all-E)-2,3-Epoxy-2,6,10,14-tetramethyl-16(phenylthio)hexadeca-6,10,14-trien-1-yl>-<(2'S)-3',3',3'-trifluoro-2'-methoxy-2'-phenylpropanoat>

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Chemical Property of <(2R,3R,all-E)-2,3-Epoxy-2,6,10,14-tetramethyl-16(phenylthio)hexadeca-6,10,14-trien-1-yl>-<(2'S)-3',3',3'-trifluoro-2'-methoxy-2'-phenylpropanoat>

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Technology Process of <(2R,3R,all-E)-2,3-Epoxy-2,6,10,14-tetramethyl-16(phenylthio)hexadeca-6,10,14-trien-1-yl>-<(2'S)-3',3',3'-trifluoro-2'-methoxy-2'-phenylpropanoat>

There total 16 articles about <(2R,3R,all-E)-2,3-Epoxy-2,6,10,14-tetramethyl-16(phenylthio)hexadeca-6,10,14-trien-1-yl>-<(2'S)-3',3',3'-trifluoro-2'-methoxy-2'-phenylpropanoat> 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: 62.0%

: 64312-89-6
Mosher's acid chloride

: 132274-03-4
(2R,3R,all-E)-2,3-Epoxy-2,6,10,14-tetramethyl-16-(phenylthio)hexadeca-6,10,14-trien-1-ol

: 132274-06-7,132340-76-2
<(2R,3R,all-E)-2,3-Epoxy-2,6,10,14-tetramethyl-16(phenylthio)hexadeca-6,10,14-trien-1-yl>-<(2'S)-3',3',3'-trifluoro-2'-methoxy-2'-phenylpropanoat>

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1002/hlca.19900730721

Reference yield: 51.0%

: 64312-89-6
Mosher's acid chloride

: 132274-03-4
(2S,3S,all-E)-2,3-Epoxy-2,6,10,14-tetramethyl-16-(phenylthio)hexadeca-6,10,14-trien-1-ol

: 132274-06-7,132340-76-2
<(2S,3S,all-E)-2,3-Epoxy-2,6,10,14-tetramethyl-16(phenylthio)hexadeca-6,10,14-trien-1-yl>-<(2'S)-3',3',3'-trifluoro-2'-methoxy-2'-phenylpropanoat>

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1002/hlca.19900730721

Reference yield:

: 1117-52-8
6,10,14-trimethyl-5,9,13-pentadecatriene-2-on

: 132274-06-7,132340-76-2
<(2S,3S,all-E)-2,3-Epoxy-2,6,10,14-tetramethyl-16(phenylthio)hexadeca-6,10,14-trien-1-yl>-<(2'S)-3',3',3'-trifluoro-2'-methoxy-2'-phenylpropanoat>

Guidance literature:: Multi-step reaction with 8 steps

1: 28 percent / SeO₂, tert-butyl-hydroperoxid (TBHP) / CH₂Cl₂; H₂O / 18 h / 0 °C

2: 92 percent / tetrahydrofuran / 4 h / Ambient temperature

3: 95 percent / pyridin / 2 h

4: PBr₃, pyridine / petroleum ether / 3 h / -17 °C

5: 45 percent / dimethylformamide / 16 h / 60 °C

6: 80 percent / K₂CO₃ / methanol / 3 h / Ambient temperature

7: 51 percent / tert-Butyl-hydroperoxid (TBHP), Molekularsieb 4 Angstroem, Ti(i-OPr)4, (+)-L-Diethyl-tartrat / CH₂Cl₂; toluene / 4 h / -40 - -20 °C

8: 51 percent / Et₃N, 4-(Dimethylamino)pyridin / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; selenium(IV) oxide; diethyl (2R,3R)-tartrate; Molekularsieb 4 Angstroem; phosphorus tribromide; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; Petroleum ether;
DOI:10.1002/hlca.19900730721