2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-yl}-N,N-dimethyl-acetamide

Base Information

Chemical Name:2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-yl}-N,N-dimethyl-acetamide
CAS No.:548477-39-0
Molecular Formula:C₂₈H₄₁NO₃Si
Molecular Weight:467.724
Hs Code.:

2-{6-[3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-yl}-<i>N</i>,<i>N</i>-dimethyl-acetamide

Synonyms:2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-yl}-N,N-dimethyl-acetamide

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Chemical Property of 2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-yl}-N,N-dimethyl-acetamide

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Technology Process of 2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-yl}-N,N-dimethyl-acetamide

There total 12 articles about 2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-yl}-N,N-dimethyl-acetamide 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: 91.0%

: 548477-38-9
2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3,6-dihydro-2H-pyran-3-yl}-N,N-dimethyl-acetamide

: 548477-39-0
2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-yl}-N,N-dimethyl-acetamide

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate;
DOI:10.3987/com-02-s70

Reference yield:

: 243987-99-7
(1S,2R,5R,7S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-en-2-ol

: 548477-39-0
2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-yl}-N,N-dimethyl-acetamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: HCO₂H; i-PrO₂CN=NCO₂Pr-i; PPh₃ / tetrahydrofuran

1.2: 70 percent / K₂CO₃ / methanol

2.1: 91 percent / H₂ / PtO₂ / ethyl acetate

3.1: NaH / tetrahydrofuran; dimethylformamide

4.1: Bu₄NF / tetrahydrofuran

5.1: Ms-Cl; Et₃N / CH₂Cl₂

5.2: 94 percent / LiI / tetrahydrofuran / Heating

6.1: 97 percent / Zn powder; acetic acid / methanol

7.1: 92 percent / NaBH₄ / ethanol

8.1: Grubbs' reagent / CH₂Cl₂ / 40 °C

9.1: imidazole / dimethylformamide

10.1: 92 percent / diphenyl ether / 280 °C

11.1: 91 percent / H₂ / 10 percent Pd-C / ethyl acetate

With 1H-imidazole; sodium tetrahydroborate; Grubbs catalyst first generation; formic acid; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; acetic acid; methanesulfonyl chloride; triethylamine; triphenylphosphine; zinc; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; diphenylether; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1.1: Mitsunobu reaction / 10.1: Eschenmoser rearrangement;
DOI:10.3987/com-02-s70

Reference yield:

(1R,5R,7S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-en-2-one: 221015-48-1
(1R,5R,7S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-en-2-one

: 548477-39-0
2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-yl}-N,N-dimethyl-acetamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: 99 percent / NaBH₄; CeCl₃*7H₂O / methanol

2.1: HCO₂H; i-PrO₂CN=NCO₂Pr-i; PPh₃ / tetrahydrofuran

2.2: 70 percent / K₂CO₃ / methanol

3.1: 91 percent / H₂ / PtO₂ / ethyl acetate

4.1: NaH / tetrahydrofuran; dimethylformamide

5.1: Bu₄NF / tetrahydrofuran

6.1: Ms-Cl; Et₃N / CH₂Cl₂

6.2: 94 percent / LiI / tetrahydrofuran / Heating

7.1: 97 percent / Zn powder; acetic acid / methanol

8.1: 92 percent / NaBH₄ / ethanol

9.1: Grubbs' reagent / CH₂Cl₂ / 40 °C

10.1: imidazole / dimethylformamide

11.1: 92 percent / diphenyl ether / 280 °C

12.1: 91 percent / H₂ / 10 percent Pd-C / ethyl acetate

With 1H-imidazole; sodium tetrahydroborate; Grubbs catalyst first generation; formic acid; cerium(III) chloride; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; acetic acid; methanesulfonyl chloride; triethylamine; triphenylphosphine; zinc; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; diphenylether; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 2.1: Mitsunobu reaction / 11.1: Eschenmoser rearrangement;
DOI:10.3987/com-02-s70