3-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)propyl]-5-methyl-5H-furan-2-one

Base Information

Chemical Name:3-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)propyl]-5-methyl-5H-furan-2-one
CAS No.:790697-97-1
Molecular Formula:C₃₂H₃₈O₅Si
Molecular Weight:530.736
Hs Code.:

Synonyms:3-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)propyl]-5-methyl-5H-furan-2-one

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Chemical Property of 3-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)propyl]-5-methyl-5H-furan-2-one

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Technology Process of 3-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)propyl]-5-methyl-5H-furan-2-one

There total 6 articles about 3-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)propyl]-5-methyl-5H-furan-2-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%

: 790697-96-0
2-[3-(tert-butyl-diphenyl-silanyloxy)-2-(S)-(4-methoxy-benzyloxy)-propyl]acrylic acid 1-(S)-methyl-allyl ester

: 790697-97-1
3-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)propyl]-5-methyl-5H-furan-2-one

Guidance literature:: 2-[3-(tert-butyl-diphenyl-silanyloxy)-2-(S)-(4-methoxy-benzyloxy)-propyl]acrylic acid 1-(S)-methyl-allyl ester; In dichloromethane; for 0.5h;

With Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; In dichloromethane; for 14h; Heating;
DOI:10.1021/ja0455852

Reference yield:

: 790698-12-3
(S)-4-Bromo-2-(4-methoxy-benzyloxy)-pent-4-en-1-ol

: 790697-97-1
3-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)propyl]-5-methyl-5H-furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 72 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C

2.2: 82 percent / tetrahydrofuran; pentane / 3 h / 20 °C

3.1: PPh₃ / tetrahydrofuran / 0.17 h / 20 °C

3.2: 87 percent / DEAD / tetrahydrofuran / 2 h

4.1: CH₂Cl₂ / 0.5 h

4.2: 95 percent / Cl₂(Cy₃P)(IMes)Ru=CHPh / CH₂Cl₂ / 14 h / Heating

With 1H-imidazole; tert.-butyl lithium; triphenylphosphine; In tetrahydrofuran; dichloromethane; pentane; 3.1: Mitsunobu reaction;
DOI:10.1021/ja0455852

Reference yield:

: (R)-(+)-[4-isopropyl-3-(4-methoxybenzyloxy)acetyl]-2-oxazolidinone

: 790697-97-1
3-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)propyl]-5-methyl-5H-furan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

1.2: 71 percent / tetrahydrofuran / -78 - -45 °C

2.1: sodium borohydride / tetrahydrofuran / 1 h / 20 °C

2.2: 92 percent / aq. NaOH / tetrahydrofuran / 0.5 h / 20 °C

3.1: 72 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

4.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C

4.2: 82 percent / tetrahydrofuran; pentane / 3 h / 20 °C

5.1: PPh₃ / tetrahydrofuran / 0.17 h / 20 °C

5.2: 87 percent / DEAD / tetrahydrofuran / 2 h

6.1: CH₂Cl₂ / 0.5 h

6.2: 95 percent / Cl₂(Cy₃P)(IMes)Ru=CHPh / CH₂Cl₂ / 14 h / Heating

With 1H-imidazole; sodium tetrahydroborate; tert.-butyl lithium; sodium hexamethyldisilazane; triphenylphosphine; In tetrahydrofuran; dichloromethane; pentane; 5.1: Mitsunobu reaction;
DOI:10.1021/ja0455852