ethyl 2-(N-tert-butoxycarbonyl-N-methylamino)methyl-3-hydroxy-2-methyl-3-(1-benzoyl-1,2,2a,3-tetrahydrobenzindol-5-yl)propionate

Base Information

Chemical Name:ethyl 2-(N-tert-butoxycarbonyl-N-methylamino)methyl-3-hydroxy-2-methyl-3-(1-benzoyl-1,2,2a,3-tetrahydrobenzindol-5-yl)propionate
CAS No.:117138-62-2
Molecular Formula:C₃₁H₃₈N₂O₆
Molecular Weight:534.653
Hs Code.:

ethyl 2-(N-tert-butoxycarbonyl-N-methylamino)methyl-3-hydroxy-2-methyl-3-(1-benzoyl-1,2,2a,3-tetrahydrobenz<cd>indol-5-yl)propionate

Synonyms:ethyl 2-(N-tert-butoxycarbonyl-N-methylamino)methyl-3-hydroxy-2-methyl-3-(1-benzoyl-1,2,2a,3-tetrahydrobenzindol-5-yl)propionate

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Chemical Property of ethyl 2-(N-tert-butoxycarbonyl-N-methylamino)methyl-3-hydroxy-2-methyl-3-(1-benzoyl-1,2,2a,3-tetrahydrobenzindol-5-yl)propionate

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Technology Process of ethyl 2-(N-tert-butoxycarbonyl-N-methylamino)methyl-3-hydroxy-2-methyl-3-(1-benzoyl-1,2,2a,3-tetrahydrobenzindol-5-yl)propionate

There total 7 articles about ethyl 2-(N-tert-butoxycarbonyl-N-methylamino)methyl-3-hydroxy-2-methyl-3-(1-benzoyl-1,2,2a,3-tetrahydrobenzindol-5-yl)propionate 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: 95.0%

: 96737-45-0
Ethyl 3--2-methylpropionate

: 1-benzoyl-1,2,2a,3-tetrahydrobenzindole-5-carbaldehyde

: 117138-62-2
ethyl 2-(N-tert-butoxycarbonyl-N-methylamino)methyl-3-hydroxy-2-methyl-3-(1-benzoyl-1,2,2a,3-tetrahydrobenzindol-5-yl)propionate

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.333333h;
DOI:10.1248/cpb.35.4793

Reference yield:

: 107183-50-6
1-benzoyl-1,2,2a,3-tetrahydrobenzindole-5-carbonyl chloride

: 117138-62-2
ethyl 2-(N-tert-butoxycarbonyl-N-methylamino)methyl-3-hydroxy-2-methyl-3-(1-benzoyl-1,2,2a,3-tetrahydrobenzindol-5-yl)propionate

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / H₂ / 10percent Pd-BaSO₄ / ethyl acetate; xylene / 2 h / 90 - 100 °C

2: 95 percent / LDA / tetrahydrofuran / 0.33 h / -78 °C

With hydrogen; lithium diisopropyl amide; palladium on barium sulfate; In tetrahydrofuran; ethyl acetate; xylene;
DOI:10.1248/cpb.35.4793

Reference yield:

: 1,2,2a,3-tetrahydrobenzindole-5-carboxylic acid

: 117138-62-2
ethyl 2-(N-tert-butoxycarbonyl-N-methylamino)methyl-3-hydroxy-2-methyl-3-(1-benzoyl-1,2,2a,3-tetrahydrobenzindol-5-yl)propionate

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / 0.2N NaOH / 1 h / Ambient temperature

2: 100 percent / SOCl₂ / benzene / 2.5 h / 95 °C

3: 54 percent / H₂ / 10percent Pd-BaSO₄ / ethyl acetate; xylene / 2 h / 90 - 100 °C

4: 95 percent / LDA / tetrahydrofuran / 0.33 h / -78 °C

With sodium hydroxide; thionyl chloride; hydrogen; lithium diisopropyl amide; palladium on barium sulfate; In tetrahydrofuran; ethyl acetate; xylene; benzene;
DOI:10.1248/cpb.35.4793