3-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

Base Information

Chemical Name:3-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one
CAS No.:439078-01-0
Molecular Formula:C₂₃H₃₂O₄S₂Si
Molecular Weight:464.722
Hs Code.:

Synonyms:3-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

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Chemical Property of 3-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

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Technology Process of 3-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

There total 7 articles about 3-(tert-Butyl-dimethyl-silanyloxy)-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:

: 18162-48-6
tert-butyldimethylsilyl chloride

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

: 439078-01-0
3-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 2h;
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

: 439078-01-0
3-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

Guidance literature:: Multi-step reaction with 4 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

3.1: CF₃COOH / CH₂Cl₂ / 0.5 h / 20 °C

4.1: 422 mg / imidazole / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; caesium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; HSiPh₃; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1521-3765(20020215)8:4<884::AID-CHEM884>3.0.CO;2-Q

Reference yield:

: 22639-17-4
2-hydroxymethyl-3-hydroxy-6-methyl-pyran-4(1H)-one

: 439078-01-0
3-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-2-[(E)-3-((R)-toluene-4-sulfinyl)-allylsulfanylmethyl]-pyran-4-one

Guidance literature:: Multi-step reaction with 5 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

4.1: CF₃COOH / CH₂Cl₂ / 0.5 h / 20 °C

5.1: 422 mg / imidazole / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; potassium hydroxide; carbon tetrabromide; caesium carbonate; triphenylphosphine; trifluoroacetic acid; HSiPh₃; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1521-3765(20020215)8:4<884::AID-CHEM884>3.0.CO;2-Q