methyl 4-benzyloxy-3,7-dihydro-6-(methoxycarbonyl)-6H-pyrrolo<3,2-f>quinoline-2-carboxylate

Base Information

• Chemical Name: methyl 4-benzyloxy-3,7-dihydro-6-(methoxycarbonyl)-6H-pyrrolo<3,2-f>quinoline-2-carboxylate
• CAS No.: 174868-46-3
• Molecular Formula: C₂₂H₂₀N₂O₅
• Molecular Weight: 392.411
• Mol file: 174868-46-3.mol

Synonyms:methyl 4-benzyloxy-3,7-dihydro-6-(methoxycarbonyl)-6H-pyrrolo<3,2-f>quinoline-2-carboxylate

Chemical Property of methyl 4-benzyloxy-3,7-dihydro-6-(methoxycarbonyl)-6H-pyrrolo<3,2-f>quinoline-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-benzyloxy-3,7-dihydro-6-(methoxycarbonyl)-6H-pyrrolo<3,2-f>quinoline-2-carboxylate

There total 15 articles about methyl 4-benzyloxy-3,7-dihydro-6-(methoxycarbonyl)-6H-pyrrolo<3,2-f>quinoline-2-carboxylate 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: 61.0%

(R)-4-Benzyloxy-8-hydroxy-8,9-dihydro-3H,7H-pyrrolo[3,2-f]quinoline-2,6-dicarboxylic acid dimethyl ester (174868-57-6) → methyl 4-benzyloxy-3,7-dihydro-6-(methoxycarbonyl)-6H-pyrrolo<3,2-f>quinoline-2-carboxylate (174868-46-3) + (S)-4-Benzyloxy-8-(4-nitro-benzoyloxy)-8,9-dihydro-3H,7H-pyrrolo[3,2-f]quinoline-2,6-dicarboxylic acid dimethyl ester

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; 4-nitro-benzoic acid; In tetrahydrofuran; a) 0 deg C, 30 min, b) 19 deg C, 30 min;

DOI:10.1248/cpb.44.67

Reference yield: 31.0%

(R)-4-Benzyloxy-8-hydroxy-8,9-dihydro-3H,7H-pyrrolo[3,2-f]quinoline-2,6-dicarboxylic acid dimethyl ester (174868-57-6) + 4-nitro-benzoic acid (62-23-7) → methyl 4-benzyloxy-3,7-dihydro-6-(methoxycarbonyl)-6H-pyrrolo<3,2-f>quinoline-2-carboxylate (174868-46-3) + (S)-4-Benzyloxy-8-(4-nitro-benzoyloxy)-8,9-dihydro-3H,7H-pyrrolo[3,2-f]quinoline-2,6-dicarboxylic acid dimethyl ester

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; a) 0 deg C, 30 min, b) 19 deg C, 30 min;

DOI:10.1248/cpb.44.67

Reference yield: 21.0%

acetic acid (64-19-7,77671-22-8) + (R)-4-Benzyloxy-8-hydroxy-8,9-dihydro-3H,7H-pyrrolo[3,2-f]quinoline-2,6-dicarboxylic acid dimethyl ester (174868-57-6) → methyl 4-benzyloxy-3,7-dihydro-6-(methoxycarbonyl)-6H-pyrrolo<3,2-f>quinoline-2-carboxylate (174868-46-3) + (S)-8-Acetoxy-4-benzyloxy-8,9-dihydro-3H,7H-pyrrolo[3,2-f]quinoline-2,6-dicarboxylic acid dimethyl ester

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; a) 0 deg C, 30 min, b) 19 deg C, 1.5 h;

DOI:10.1248/cpb.44.67

upstream raw materials:

acetic acid

(R)-4-Benzyloxy-8-hydroxy-8,9-dihydro-3H,7H-pyrrolo[3,2-f]quinoline-2,6-dicarboxylic acid dimethyl ester

4-nitro-benzoic acid

benzyl bromide

Downstream raw materials:

methyl 4-(benzyloxy)-3,7,8,9-tetrahydro-8-hydroxy-6-(methoxycarbonyl)-6H-pyrrolo[3,2-f]quinoline-2-carboxylate

methyl 4-(benzyloxy)-3,7,8,9-tetrahydro-8-methanesulfonyloxy-6-(methoxycarbonyl)-6H-pyrrolo[3,2-f]quinoline-2-carboxylate