(1S,3S)-2-benzyl 3-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-2,3-dicarboxylate

Base Information

• Chemical Name: (1S,3S)-2-benzyl 3-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-2,3-dicarboxylate
• CAS No.: 136612-32-3
• Molecular Formula: C₂₅H₂₆N₂O₆
• Molecular Weight: 450.491

Synonyms:(1S,3S)-2-benzyl 3-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-2,3-dicarboxylate

Chemical Property of (1S,3S)-2-benzyl 3-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-2,3-dicarboxylate

Chemical Property:

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Technology Process of (1S,3S)-2-benzyl 3-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-2,3-dicarboxylate

There total 5 articles about (1S,3S)-2-benzyl 3-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-2,3-dicarboxylate 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: 62.0%

(3S)-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-3-carboxylate (126366-08-3,136612-30-1) + benzyl chloroformate (501-53-1,94274-21-2) → (1R,3S)-2-benzyl 3-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-2,3-dicarboxylate (136612-33-4) + (1S,3S)-2-benzyl 3-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-2,3-dicarboxylate (136612-32-3)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; for 4h; Ambient temperature;

Reference yield:

4-[(E)-(S)-2-(1H-Indol-3-yl)-1-methoxycarbonyl-ethylimino]-butyric acid methyl ester → (1S,3S)-2-benzyl 3-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-2,3-dicarboxylate (136612-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / 2 h / 0 °C

2: 62 percent / NaHCO₃ / CH₂Cl₂ / 4 h / Ambient temperature

With sodium hydrogencarbonate; trifluoroacetic acid; In dichloromethane;

Reference yield:

L-tryptophan methyl ester (4299-70-1) → (1S,3S)-2-benzyl 3-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-2,3-dicarboxylate (136612-32-3)

Guidance literature:

Multi-step reaction with 3 steps

1: benzene / 0.25 h / Heating

2: TFA / CH₂Cl₂ / 2 h / 0 °C

3: 62 percent / NaHCO₃ / CH₂Cl₂ / 4 h / Ambient temperature

With sodium hydrogencarbonate; trifluoroacetic acid; In dichloromethane; benzene;

upstream raw materials:

(3S)-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-3-carboxylate

benzyl chloroformate

4-oxobutanoic acid methyl ester

L-tryptophan methyl ester

Downstream raw materials:

(1S,3S)-9-Benzyl-1-(2-methoxycarbonyl-ethyl)-1,3,4,9-tetrahydro-β-carboline-2,3-dicarboxylic acid 2-benzyl ester 3-methyl ester

(1S,3S)-2-benzyl 3-methyl 1-(2-methoxycarbonylethyl)-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-2,3-dicarboxylate

(6S,10S)-(-)-5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole

(6S,10S)-5-benzyl-9-oxo-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole

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