3-(3,4-dimethoxy-benzyl)-8,9-dimethoxy-2,3,11,11a-tetrahydro-6H-pyrazino[1,2-b]isoquinoline-1,4-dione

Base Information

Chemical Name:3-(3,4-dimethoxy-benzyl)-8,9-dimethoxy-2,3,11,11a-tetrahydro-6H-pyrazino[1,2-b]isoquinoline-1,4-dione
CAS No.:538367-16-7
Molecular Formula:C₂₃H₂₆N₂O₆
Molecular Weight:426.469
Hs Code.:

3-(3,4-dimethoxy-benzyl)-8,9-dimethoxy-2,3,11,11a-tetrahydro-6<i>H</i>-pyrazino[1,2-<i>b</i>]isoquinoline-1,4-dione

Synonyms:3-(3,4-dimethoxy-benzyl)-8,9-dimethoxy-2,3,11,11a-tetrahydro-6H-pyrazino[1,2-b]isoquinoline-1,4-dione

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Chemical Property of 3-(3,4-dimethoxy-benzyl)-8,9-dimethoxy-2,3,11,11a-tetrahydro-6H-pyrazino[1,2-b]isoquinoline-1,4-dione

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Technology Process of 3-(3,4-dimethoxy-benzyl)-8,9-dimethoxy-2,3,11,11a-tetrahydro-6H-pyrazino[1,2-b]isoquinoline-1,4-dione

There total 9 articles about 3-(3,4-dimethoxy-benzyl)-8,9-dimethoxy-2,3,11,11a-tetrahydro-6H-pyrazino[1,2-b]isoquinoline-1,4-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: 86.0%

: 538367-15-6
(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(3,4-dimethoxy-phenyl)-propionyl]-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid methyl ester

: 538367-16-7
3-(3,4-dimethoxy-benzyl)-8,9-dimethoxy-2,3,11,11a-tetrahydro-6H-pyrazino[1,2-b]isoquinoline-1,4-dione

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 2h;
DOI:10.1016/S0040-4039(03)01785-4

Reference yield:

: 59-92-7,90638-38-3
levodopa

: 538367-16-7
3-(3,4-dimethoxy-benzyl)-8,9-dimethoxy-2,3,11,11a-tetrahydro-6H-pyrazino[1,2-b]isoquinoline-1,4-dione

Guidance literature:: Multi-step reaction with 7 steps

1.1: 75 percent / H₂SO₄; water / 24 h

2.1: 99 percent / HCl / 6 h / Heating

3.1: Ac₂O / 4 h

3.2: 87 percent / water / methanol

4.1: 90 percent / K₂CO₃ / acetone / Heating

5.1: 85 percent / HCl / methanol / 4 h / Heating

6.1: 80 percent / bis(2-oxo-3-oxazolidinyl) phosphinic chloride; Et₃N / CH₂Cl₂ / 4 h

7.1: 86 percent / CF₃CO₂H / CH₂Cl₂ / 2 h

With hydrogenchloride; sulfuric acid; water; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; acetic anhydride; potassium carbonate; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; acetone; 1.1: Pictet-Spengler cyclization;
DOI:10.1016/S0040-4039(03)01785-4

Reference yield:

: 138908-56-2
(S)-(+)-2-tert-butoxycarbonylamino-3-(3,4-dimethoxyphenyl)propionic acid methyl ester

: 538367-16-7
3-(3,4-dimethoxy-benzyl)-8,9-dimethoxy-2,3,11,11a-tetrahydro-6H-pyrazino[1,2-b]isoquinoline-1,4-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / KOH; water / methanol

2: 80 percent / bis(2-oxo-3-oxazolidinyl) phosphinic chloride; Et₃N / CH₂Cl₂ / 4 h

3: 86 percent / CF₃CO₂H / CH₂Cl₂ / 2 h

With potassium hydroxide; water; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(03)01785-4