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

Base Information

Chemical Name:2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3,6-dihydro-2H-pyran-3-yl}-N,N-dimethyl-acetamide
CAS No.:344569-48-8
Molecular Formula:C₂₈H₃₉NO₃Si
Molecular Weight:465.708
Hs Code.:

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

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

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

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

There total 10 articles about 2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3,6-dihydro-2H-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: 87.0%

: 18871-66-4
N,N-dimethylacetamide dimethyl acetal

: 344569-46-6
2-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3,6-dihydro-2H-pyran-3-ol

: 344569-48-8
2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3,6-dihydro-2H-pyran-3-yl}-N,N-dimethyl-acetamide

Guidance literature:: In diphenylether; at 280 ℃; Heating;
DOI:10.1016/S0040-4039(01)00440-3

Reference yield:

: 221015-49-2
(1R,2S,5S,7R)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-en-2-ol

: 344569-48-8
2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3,6-dihydro-2H-pyran-3-yl}-N,N-dimethyl-acetamide

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / H₂ / PtO₂ / ethyl acetate

2: 91 percent / NaH / tetrahydrofuran; dimethylformamide

3: TBAF / tetrahydrofuran

4: I₂; PPh₃; imidazole / toluene

5: 83 percent / Zn; AcOH / methanol / 20 °C

6: 96 percent / NaBH₄ / ethanol

7: 99 percent / Grubbs' catalyst / CH₂Cl₂ / Heating

8: 100 percent / imidazole / dimethylformamide

9: 87 percent / diphenyl ether / 280 °C / Heating

With 1H-imidazole; sodium tetrahydroborate; Grubbs catalyst first generation; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium hydride; acetic acid; triphenylphosphine; zinc; platinum(IV) oxide; In tetrahydrofuran; methanol; diphenylether; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 9: Eschenmoser-Claisen rearrangement;
DOI:10.1016/S0040-4039(01)00440-3

Reference yield:

: 221015-46-9
(1S,5S,7R)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-en-2-one

: 344569-48-8
2-{6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3,6-dihydro-2H-pyran-3-yl}-N,N-dimethyl-acetamide

Guidance literature:: Multi-step reaction with 10 steps

1: 95 percent / NaBH₄; CeCl₃ / methanol

2: 95 percent / H₂ / PtO₂ / ethyl acetate

3: 91 percent / NaH / tetrahydrofuran; dimethylformamide

4: TBAF / tetrahydrofuran

5: I₂; PPh₃; imidazole / toluene

6: 83 percent / Zn; AcOH / methanol / 20 °C

7: 96 percent / NaBH₄ / ethanol

8: 99 percent / Grubbs' catalyst / CH₂Cl₂ / Heating

9: 100 percent / imidazole / dimethylformamide

10: 87 percent / diphenyl ether / 280 °C / Heating

With 1H-imidazole; sodium tetrahydroborate; Grubbs catalyst first generation; cerium(III) chloride; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium hydride; acetic acid; triphenylphosphine; zinc; platinum(IV) oxide; In tetrahydrofuran; methanol; diphenylether; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 10: Eschenmoser-Claisen rearrangement;
DOI:10.1016/S0040-4039(01)00440-3