(6S,12bR)-6-(1,3-Benzodioxol-5-yl)-2,3,7,12b-tetrahydro-2-Methyl-pyrazino[1',2':1,5]pyrrolo[3,4-b]quinoline-1,4,12(6H)-trione

Base Information

• Chemical Name: (6S,12bR)-6-(1,3-Benzodioxol-5-yl)-2,3,7,12b-tetrahydro-2-Methyl-pyrazino[1',2':1,5]pyrrolo[3,4-b]quinoline-1,4,12(6H)-trione
• CAS No.: 531500-48-8
• Molecular Formula: C₂₂H₁₇N₃O₅
• Molecular Weight: 403.394
• Mol file: 531500-48-8.mol

Synonyms:

Chemical Property of (6S,12bR)-6-(1,3-Benzodioxol-5-yl)-2,3,7,12b-tetrahydro-2-Methyl-pyrazino[1',2':1,5]pyrrolo[3,4-b]quinoline-1,4,12(6H)-trione

Chemical Property:

Purity/Quality:

(6S,12bR)-6-(1,3-Benzodioxol-5-yl)-2,3,7,12b-tetrahydro-2-methyl-pyrazino[1'',2'':1,5]pyrrolo[3,4-b]quinoline-1,4,12(6H)-trione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (6S,12bR)-6-(1,3-Benzodioxol-5-yl)-2,3,7,12b-tetrahydro-2-methyl-pyrazino[1',2':1,5]pyrrolo[3,4-b]quinoline-1,4,12(6H)-trione is tetracyclic pyrroloquinolone derivative and is known to be a potential phosphodiesterase 5 inhibitor.

Technology Process of (6S,12bR)-6-(1,3-Benzodioxol-5-yl)-2,3,7,12b-tetrahydro-2-Methyl-pyrazino[1',2':1,5]pyrrolo[3,4-b]quinoline-1,4,12(6H)-trione

There total 25 articles about (6S,12bR)-6-(1,3-Benzodioxol-5-yl)-2,3,7,12b-tetrahydro-2-Methyl-pyrazino[1',2':1,5]pyrrolo[3,4-b]quinoline-1,4,12(6H)-trione 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: 38.0%

(6R,12aR)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione (171596-29-5) → 11-benzo[1,3]dioxol-5-yl-3-methyl-2,3,4a,11-tetrahydro-10H-3,10,11a-triaza-benzo[b]fluorene-1,4,5-trione (531500-48-8)

Guidance literature:

With potassium superoxide; 18-crown-6 ether; In N,N-dimethyl-formamide; at 25 ℃; for 6h;

DOI:10.1016/j.bmc.2003.12.044

Reference yield:

3-benzo[1,3]dioxol-5-yl-2-methylaminoacetyl-9-oxo-2,3,4,9-tetrahydro-1H-pyrrolo[3,4-b]quinoline-1-carboxylic acid → 11-benzo[1,3]dioxol-5-yl-3-methyl-2,3,4a,11-tetrahydro-10H-3,10,11a-triaza-benzo[b]fluorene-1,4,5-trione (531500-48-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; at 25 ℃; for 16h;

DOI:10.1016/j.bmc.2003.12.044

Reference yield:

3-benzo[1,3]dioxol-5-yl-2-methylaminoacetyl-9-oxo-2,3,4,9-tetrahydro-1H-pyrrolo[3,4-b]quinoline-1-carboxylic acid → 11-benzo[1,3]dioxol-5-yl-3-methyl-2,3,4a,11-tetrahydro-10H-3,10,11a-triaza-benzo[b]fluorene-1,4,5-trione (531500-48-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; at 25 ℃; for 16h;

DOI:10.1016/j.bmc.2003.12.044

upstream raw materials:

piperonal

(R)-(+)-tryptophan methyl ester hydrochloride

(1S,3R)-1-(3,4-methylenedioxyphenyl)-2,3,4,9-tetrahidro-9H-pyrido[3,4-b]indole-3-carboxylic acid methyl ester

(6S,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-methyl-2,3,12,12a tetrahydropyrazino [1',2':1,6] pyrido[3,4b] indole1,4(6H,7H)-dione