N-{4-bromo-1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-methyl-but-2-enyl}-2-(tert-butyl-diphenyl-silanyloxy)-propionamide

Base Information

Chemical Name:N-{4-bromo-1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-methyl-but-2-enyl}-2-(tert-butyl-diphenyl-silanyloxy)-propionamide
CAS No.:328381-82-4
Molecular Formula:C₃₃H₅₂BrNO₃Si₂
Molecular Weight:646.856
Hs Code.:

<i>N</i>-{4-bromo-1-[2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-methyl-but-2-enyl}-2-(<i>tert</i>-butyl-diphenyl-silanyloxy)-propionamide

Synonyms:N-{4-bromo-1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-methyl-but-2-enyl}-2-(tert-butyl-diphenyl-silanyloxy)-propionamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-{4-bromo-1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-methyl-but-2-enyl}-2-(tert-butyl-diphenyl-silanyloxy)-propionamide

Chemical Property:

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Technology Process of N-{4-bromo-1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-methyl-but-2-enyl}-2-(tert-butyl-diphenyl-silanyloxy)-propionamide

There total 13 articles about N-{4-bromo-1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-methyl-but-2-enyl}-2-(tert-butyl-diphenyl-silanyloxy)-propionamide 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:

: Methanesulfonic acid (E)-(4R,5S)-6-(tert-butyl-dimethyl-silanyloxy)-4-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionylamino]-2,5-dimethyl-hex-2-enyl ester

: 328381-82-4
N-{4-bromo-1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-methyl-but-2-enyl}-2-(tert-butyl-diphenyl-silanyloxy)-propionamide

Guidance literature:: With lithium bromide; In tetrahydrofuran; at 20 ℃;
DOI:10.1002/1521-3773(20001215)39:24<4612::AID-ANIE4612>3.0.CO;2-C

Reference yield:

: 221007-97-2
(4S,5R)-5-(tert-butyldiphenylsilyloxymethyl)-4-methyl-4,5-dihydrofuran

: 328381-82-4
N-{4-bromo-1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-methyl-but-2-enyl}-2-(tert-butyl-diphenyl-silanyloxy)-propionamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: 87 percent / H₂O / CH₂Cl₂ / 20 °C / Irradiation

2.1: 77 percent / toluene / Heating

3.1: 98 percent / TBAF / tetrahydrofuran

4.1: aq. NaIO₄ / tetrahydrofuran

5.1: NaBH₄ / CH₂Cl₂; methanol

6.1: imidazole / toluene

7.1: LiHMDS / tetrahydrofuran / -78 °C

7.2: 92 percent / tetrahydrofuran

8.1: 80 percent / H₂ / Pd/BaSO₄ / ethyl acetate / 4137.18 Torr

9.1: 88 percent / L-selectride / tetrahydrofuran / -78 - 20 °C

10.1: 2,6-lutidine / CH₂Cl₂

11.1: LiBr / tetrahydrofuran / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; sodium tetrahydroborate; sodium periodate; tetrabutyl ammonium fluoride; water; hydrogen; L-Selectride; lithium bromide; lithium hexamethyldisilazane; Pd-BaSO₄; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1002/1521-3773(20001215)39:24<4612::AID-ANIE4612>3.0.CO;2-C

Reference yield:

: 221007-99-4
(3S,4S,5R)-<5-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-4-methyltetrahydrofuran-3-yl>carbamic acid benzyl ester

: 328381-82-4
N-{4-bromo-1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-methyl-but-2-enyl}-2-(tert-butyl-diphenyl-silanyloxy)-propionamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: 77 percent / toluene / Heating

2.1: 98 percent / TBAF / tetrahydrofuran

3.1: aq. NaIO₄ / tetrahydrofuran

4.1: NaBH₄ / CH₂Cl₂; methanol

5.1: imidazole / toluene

6.1: LiHMDS / tetrahydrofuran / -78 °C

6.2: 92 percent / tetrahydrofuran

7.1: 80 percent / H₂ / Pd/BaSO₄ / ethyl acetate / 4137.18 Torr

8.1: 88 percent / L-selectride / tetrahydrofuran / -78 - 20 °C

9.1: 2,6-lutidine / CH₂Cl₂

10.1: LiBr / tetrahydrofuran / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; sodium tetrahydroborate; sodium periodate; tetrabutyl ammonium fluoride; hydrogen; L-Selectride; lithium bromide; lithium hexamethyldisilazane; Pd-BaSO₄; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1002/1521-3773(20001215)39:24<4612::AID-ANIE4612>3.0.CO;2-C