N-[(1S,2E)-4-(benzyloxy)-1-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-methylbut-2-en-1-yl]-4-methoxyaniline

Base Information

Chemical Name:N-[(1S,2E)-4-(benzyloxy)-1-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-methylbut-2-en-1-yl]-4-methoxyaniline
CAS No.:1072091-09-8
Molecular Formula:C₂₈H₄₃NO₃Si
Molecular Weight:469.74
Hs Code.:

Synonyms:N-[(1S,2E)-4-(benzyloxy)-1-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-methylbut-2-en-1-yl]-4-methoxyaniline

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Chemical Property of N-[(1S,2E)-4-(benzyloxy)-1-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-methylbut-2-en-1-yl]-4-methoxyaniline

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Technology Process of N-[(1S,2E)-4-(benzyloxy)-1-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-methylbut-2-en-1-yl]-4-methoxyaniline

There total 7 articles about N-[(1S,2E)-4-(benzyloxy)-1-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-methylbut-2-en-1-yl]-4-methoxyaniline 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:

: 1072091-11-2
C₂₁H₃₇NO₃Si

: 100-39-0
benzyl bromide

: 1072091-09-8
N-[(1S,2E)-4-(benzyloxy)-1-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-methylbut-2-en-1-yl]-4-methoxyaniline

Guidance literature:: C₂₁H₃₇NO₃Si; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20 ℃; for 19h;

Reference yield:

: 124156-21-4
ethyl (4-methoxyphenylimino)acetate

: 1072091-09-8
N-[(1S,2E)-4-(benzyloxy)-1-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-methylbut-2-en-1-yl]-4-methoxyaniline

Guidance literature:: Multi-step reaction with 8 steps

1.1: (3R,5R)-5-methyl-3-pyrrolidinecarboxylic acid / dimethyl sulfoxide / 1 h / 20 °C

2.1: sodium tetrahydroborate / methanol; dimethyl sulfoxide / 0.5 h / 0 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 10.5 h / 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -10 °C

5.1: tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

6.1: toluene / 36 h / Heating / reflux

6.2: 1 h / 0 °C

7.1: diisobutylaluminium hydride / hexane; dichloromethane / 0.5 h / -78 °C

7.2: 1 h / 0 °C

8.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

8.2: 19 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; sodium hydride; diisobutylaluminium hydride; lithium hexamethyldisilazane; (3R,5R)-5-methyl-3-pyrrolidinecarboxylic acid; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

Reference yield:

: 409095-87-0
ethyl (2S,3R)-3-formyl-2-(4-methoxyphenylamino)butanoate

: 1072091-09-8
N-[(1S,2E)-4-(benzyloxy)-1-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-methylbut-2-en-1-yl]-4-methoxyaniline

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate / methanol; dimethyl sulfoxide / 0.5 h / 0 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 10.5 h / 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -10 °C

4.1: tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

5.1: toluene / 36 h / Heating / reflux

5.2: 1 h / 0 °C

6.1: diisobutylaluminium hydride / hexane; dichloromethane / 0.5 h / -78 °C

6.2: 1 h / 0 °C

7.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

7.2: 19 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; sodium hydride; diisobutylaluminium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;