3-(4-Methoxy-benzyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

Base Information

Chemical Name:3-(4-Methoxy-benzyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one
CAS No.:439078-00-9
Molecular Formula:C₂₅H₂₆O₅S₂
Molecular Weight:470.61
Hs Code.:

Synonyms:3-(4-Methoxy-benzyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

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Chemical Property of 3-(4-Methoxy-benzyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

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Technology Process of 3-(4-Methoxy-benzyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

There total 5 articles about 3-(4-Methoxy-benzyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one 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: 95.0%

: 266322-00-3
(2E,R_S)-methanesulfonic acid 3-(tolyl-4-sulfinyl)-allyl ester

: 439077-99-3
2-bromomethyl-3-(4-methoxy-benzyloxy)-6-methyl-pyran-4-one

: 439078-00-9
3-(4-Methoxy-benzyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

Guidance literature:: (2E,R_S)-methanesulfonic acid 3-(tolyl-4-sulfinyl)-allyl ester; With caesium carbonate; triphenylphosphine; HSiPh₃; In tetrahydrofuran; at -5 ℃; for 0.25h;

2-bromomethyl-3-(4-methoxy-benzyloxy)-6-methyl-pyran-4-one; In tetrahydrofuran; at 20 ℃; for 10h; Further stages.;
DOI:10.1002/1521-3765(20020215)8:4<884::AID-CHEM884>3.0.CO;2-Q

Reference yield:

: 92210-74-7
(E)-3-((R)-Toluene-4-sulfinyl)-prop-2-en-1-ol

: 439078-00-9
3-(4-Methoxy-benzyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

2.1: Ph₃SiSH; PPh₃; Cs₂CO₃ / tetrahydrofuran / 0.25 h / -5 °C

2.2: 95 percent / tetrahydrofuran / 10 h / 20 °C

With caesium carbonate; triethylamine; triphenylphosphine; HSiPh₃; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1521-3765(20020215)8:4<884::AID-CHEM884>3.0.CO;2-Q

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 439078-00-9
3-(4-Methoxy-benzyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. KOH / 0.08 h

1.2: 82 percent / KI / acetone / 4 h / Heating

2.1: 84 percent / CBr₄; PPh₃ / tetrahydrofuran / 0.17 h / 20 °C

3.1: Ph₃SiSH; PPh₃; Cs₂CO₃ / tetrahydrofuran / 0.25 h / -5 °C

3.2: 95 percent / tetrahydrofuran / 10 h / 20 °C

With potassium hydroxide; carbon tetrabromide; caesium carbonate; triphenylphosphine; HSiPh₃; In tetrahydrofuran;
DOI:10.1002/1521-3765(20020215)8:4<884::AID-CHEM884>3.0.CO;2-Q