(1S,4S)-2-(2'',4''-dimethoxybenzyl)-1-(3'-indolylmethyl)-4-methyl-2,3,4,6-tetrahydro-1H-pyrazino[2,1-b]quinazoline-3,6-dione

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Chemical Name:(1S,4S)-2-(2'',4''-dimethoxybenzyl)-1-(3'-indolylmethyl)-4-methyl-2,3,4,6-tetrahydro-1H-pyrazino[2,1-b]quinazoline-3,6-dione
CAS No.:300766-81-8
Molecular Formula:C₃₀H₂₈N₄O₄
Molecular Weight:508.577
Hs Code.:

Synonyms:(1S,4S)-2-(2'',4''-dimethoxybenzyl)-1-(3'-indolylmethyl)-4-methyl-2,3,4,6-tetrahydro-1H-pyrazino[2,1-b]quinazoline-3,6-dione

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Chemical Property of (1S,4S)-2-(2'',4''-dimethoxybenzyl)-1-(3'-indolylmethyl)-4-methyl-2,3,4,6-tetrahydro-1H-pyrazino[2,1-b]quinazoline-3,6-dione

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Technology Process of (1S,4S)-2-(2'',4''-dimethoxybenzyl)-1-(3'-indolylmethyl)-4-methyl-2,3,4,6-tetrahydro-1H-pyrazino[2,1-b]quinazoline-3,6-dione

There total 7 articles about (1S,4S)-2-(2'',4''-dimethoxybenzyl)-1-(3'-indolylmethyl)-4-methyl-2,3,4,6-tetrahydro-1H-pyrazino[2,1-b]quinazoline-3,6-dione 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: 75.0%

: 300766-79-4
(3S,6S)-1-(o-azidobenzoyl)-4-(2'',4''-dimethoxybenzyl)-3-(3'-indolylmethyl)-6-methyl-2,5-piperazinedione

: 300766-81-8
(1S,4S)-2-(2'',4''-dimethoxybenzyl)-1-(3'-indolylmethyl)-4-methyl-2,3,4,6-tetrahydro-1H-pyrazino[2,1-b]quinazoline-3,6-dione

Guidance literature:: With tributylphosphine; In toluene; at 80 ℃; for 2.5h;
DOI:10.3987/com-00-8942

Reference yield:

: methyl (S)-N'-(2'',4''-dimethoxybenzyliden)tryptophanate

: 300766-81-8
(1S,4S)-2-(2'',4''-dimethoxybenzyl)-1-(3'-indolylmethyl)-4-methyl-2,3,4,6-tetrahydro-1H-pyrazino[2,1-b]quinazoline-3,6-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: 87 percent / NaBH₄ / methanol / 15 h / 20 °C

2.1: DCC / tetrahydrofuran / 44 h / 20 °C

2.2: 759 mg / 5 h / 200 °C

3.1: potassium hexamethyldisilazide / tetrahydrofuran; toluene / 0.25 h / -78 °C

3.2: 27 percent / tetrahydrofuran; toluene / 19 h / -78 - 20 °C

4.1: 75 percent / Bu₃P / toluene / 2.5 h / 80 °C

With sodium tetrahydroborate; tributylphosphine; potassium hexamethylsilazane; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; toluene; 1.1: Reduction / 2.1: Acylation / 2.2: Cyclization / 3.1: deprotonation / 3.2: Acylation / 4.1: aza-Wittig cyclization;
DOI:10.3987/com-00-8942

Reference yield:

: 168766-64-1
methyl (S)-N'-(2,4-dimethoxybenzyl)tryptophanate

: 300766-81-8
(1S,4S)-2-(2'',4''-dimethoxybenzyl)-1-(3'-indolylmethyl)-4-methyl-2,3,4,6-tetrahydro-1H-pyrazino[2,1-b]quinazoline-3,6-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: DCC / tetrahydrofuran / 44 h / 20 °C

1.2: 759 mg / 5 h / 200 °C

2.1: potassium hexamethyldisilazide / tetrahydrofuran; toluene / 0.25 h / -78 °C

2.2: 27 percent / tetrahydrofuran; toluene / 19 h / -78 - 20 °C

3.1: 75 percent / Bu₃P / toluene / 2.5 h / 80 °C

With tributylphosphine; potassium hexamethylsilazane; dicyclohexyl-carbodiimide; In tetrahydrofuran; toluene; 1.1: Acylation / 1.2: Cyclization / 2.1: deprotonation / 2.2: Acylation / 3.1: aza-Wittig cyclization;
DOI:10.3987/com-00-8942