S-ethyl (2S,3S,4E,6E,9R)-2,4,6-trimethyl-3-hydroxy-9-(4-methoxybenzyloxy)-4,6-icosadienethioate

Base Information

Chemical Name:S-ethyl (2S,3S,4E,6E,9R)-2,4,6-trimethyl-3-hydroxy-9-(4-methoxybenzyloxy)-4,6-icosadienethioate
CAS No.:637741-18-5
Molecular Formula:C₃₃H₅₄O₄S
Molecular Weight:546.855
Hs Code.:

Synonyms:S-ethyl (2S,3S,4E,6E,9R)-2,4,6-trimethyl-3-hydroxy-9-(4-methoxybenzyloxy)-4,6-icosadienethioate

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Chemical Property of S-ethyl (2S,3S,4E,6E,9R)-2,4,6-trimethyl-3-hydroxy-9-(4-methoxybenzyloxy)-4,6-icosadienethioate

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Technology Process of S-ethyl (2S,3S,4E,6E,9R)-2,4,6-trimethyl-3-hydroxy-9-(4-methoxybenzyloxy)-4,6-icosadienethioate

There total 11 articles about S-ethyl (2S,3S,4E,6E,9R)-2,4,6-trimethyl-3-hydroxy-9-(4-methoxybenzyloxy)-4,6-icosadienethioate 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: 78.0%

: 63584-42-9,130535-66-9,63584-50-9
(Z)-1-ethylthio-1-(trimethylsiloxy)propene

: 637742-00-8
(2E,4E)-(R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-octadeca-2,4-dienal

: 637741-18-5
S-ethyl (2S,3S,4E,6E,9R)-2,4,6-trimethyl-3-hydroxy-9-(4-methoxybenzyloxy)-4,6-icosadienethioate

Guidance literature:: With tin(II) trifluoromethanesulfonate; dibutyltin diacetate; (2S)-1-methyl-2-<(N-1-naphthylamino)methyl>pyrrolidine; In dichloromethane; at -78 ℃; for 16h;
DOI:10.1039/b305818b

Reference yield:

: 288402-96-0
2-(4-methoxyphenyl)-4-(R)-undecyl-[1,3]dioxane

: 637741-18-5
S-ethyl (2S,3S,4E,6E,9R)-2,4,6-trimethyl-3-hydroxy-9-(4-methoxybenzyloxy)-4,6-icosadienethioate

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 20 h / 0 °C

2: 84 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

3: tetrahydrofuran / 12 h / Heating

4: 2.67 g / diisobutylaluminum hydride / CH₂Cl₂; hexane / -78 °C

5: 89 percent / tetrapropylammonium perruthenate; N-methyl morpholine N-oxide / CH₂Cl₂ / 1 h / 20 °C

6: tetrahydrofuran / Heating

7: 1.98 g / diisobutylaluminun hydride / CH₂Cl₂; hexane / -78 °C

8: 95 percent / manganese(IV) oxide / CH₂Cl₂ / 15 h / 20 °C

9: 78 percent / tin(II) trifluoromethanesufonate; (S)-1-methyl-2-[(N-1-naphthylamino)-methyl]pyrrolidine; dibutyltin diacetate / CH₂Cl₂ / 16 h / -78 °C

With manganese(IV) oxide; tin(II) trifluoromethanesulfonate; tetrapropylammonium perruthennate; dibutyltin diacetate; oxalyl dichloride; diisobutylaluminium hydride; (2S)-1-methyl-2-<(N-1-naphthylamino)methyl>pyrrolidine; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 2: Swern oxidation / 3: Wittig reaction / 6: Wittig reaction;
DOI:10.1039/b305818b

Reference yield:

: 139623-13-5
(R)-1,3-dihydroxytetradecane

: 637741-18-5
S-ethyl (2S,3S,4E,6E,9R)-2,4,6-trimethyl-3-hydroxy-9-(4-methoxybenzyloxy)-4,6-icosadienethioate

Guidance literature:: Multi-step reaction with 10 steps

1: 90 percent / p-toluenesulfonic acid / CH₂Cl₂ / 15 h / 20 °C

2: 98 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 20 h / 0 °C

3: 84 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

4: tetrahydrofuran / 12 h / Heating

5: 2.67 g / diisobutylaluminum hydride / CH₂Cl₂; hexane / -78 °C

6: 89 percent / tetrapropylammonium perruthenate; N-methyl morpholine N-oxide / CH₂Cl₂ / 1 h / 20 °C

7: tetrahydrofuran / Heating

8: 1.98 g / diisobutylaluminun hydride / CH₂Cl₂; hexane / -78 °C

9: 95 percent / manganese(IV) oxide / CH₂Cl₂ / 15 h / 20 °C

10: 78 percent / tin(II) trifluoromethanesufonate; (S)-1-methyl-2-[(N-1-naphthylamino)-methyl]pyrrolidine; dibutyltin diacetate / CH₂Cl₂ / 16 h / -78 °C

With manganese(IV) oxide; tin(II) trifluoromethanesulfonate; tetrapropylammonium perruthennate; dibutyltin diacetate; oxalyl dichloride; diisobutylaluminium hydride; (2S)-1-methyl-2-<(N-1-naphthylamino)methyl>pyrrolidine; toluene-4-sulfonic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 3: Swern oxidation / 4: Wittig reaction / 7: Wittig reaction;
DOI:10.1039/b305818b