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

Base Information

Chemical Name:N-{1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-hydroxy-3-methyl-but-2-enyl}-2-(tert-butyl-diphenyl-silanyloxy)-propionamide
CAS No.:328381-81-3
Molecular Formula:C₃₃H₅₃NO₄Si₂
Molecular Weight:583.959
Hs Code.:

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

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

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

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

There total 11 articles about N-{1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-hydroxy-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: 88.0%

: 328381-80-2
(E)-(4R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-4-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionylamino]-2,5-dimethyl-hex-2-enoic acid ethyl ester

: 328381-81-3
N-{1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-hydroxy-3-methyl-but-2-enyl}-2-(tert-butyl-diphenyl-silanyloxy)-propionamide

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 - 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

: 328381-81-3
N-{1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-hydroxy-3-methyl-but-2-enyl}-2-(tert-butyl-diphenyl-silanyloxy)-propionamide

Guidance literature:: Multi-step reaction with 9 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

With 1H-imidazole; sodium tetrahydroborate; sodium periodate; tetrabutyl ammonium fluoride; water; hydrogen; L-Selectride; 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

: 328381-81-3
N-{1-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-hydroxy-3-methyl-but-2-enyl}-2-(tert-butyl-diphenyl-silanyloxy)-propionamide

Guidance literature:: Multi-step reaction with 8 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

With 1H-imidazole; sodium tetrahydroborate; sodium periodate; tetrabutyl ammonium fluoride; hydrogen; L-Selectride; 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