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

Base Information

• Chemical Name: methyl 4-(benzyloxy)-3,7,8,9-tetrahydro-8-hydroxy-6-(methoxycarbonyl)-6H-pyrrolo[3,2-f]quinoline-2-carboxylate
• CAS No.: 174868-40-7
• Molecular Formula: C₂₂H₂₂N₂O₆
• Molecular Weight: 410.426
• Mol file: 174868-40-7.mol

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

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

There total 22 articles about methyl 4-(benzyloxy)-3,7,8,9-tetrahydro-8-hydroxy-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: 98.0%

4-Benzyloxy-8-oxo-8,9-dihydro-3H,7H-pyrrolo[3,2-f]quinoline-2,6-dicarboxylic acid dimethyl ester → methyl 4-(benzyloxy)-3,7,8,9-tetrahydro-8-hydroxy-6-(methoxycarbonyl)-6H-pyrrolo[3,2-f]quinoline-2-carboxylate (174868-40-7)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; a) 0 deg C, 10 min, b) 20 deg C, 30 min;

DOI:10.1248/cpb.44.67

Reference yield: 5.0%

benzyl bromide (100-39-0) + 4,8-Dihydroxy-8,9-dihydro-3H,7H-pyrrolo[3,2-f]quinoline-2,6-dicarboxylic acid dimethyl ester (206115-65-3) → methyl 4-(benzyloxy)-3,7,8,9-tetrahydro-8-hydroxy-6-(methoxycarbonyl)-6H-pyrrolo[3,2-f]quinoline-2-carboxylate (174868-40-7) + 3-Benzyl-4-benzyloxy-8-hydroxy-8,9-dihydro-3H,7H-pyrrolo[3,2-f]quinoline-2,6-dicarboxylic acid dimethyl ester

Guidance literature:

With potassium carbonate; In acetone; Heating;

DOI:10.1248/cpb.44.1631

Reference yield:

5-benzyloxy-1a,2,6,8c-tetrahydro-1-oxa-3,6-diaza-cyclopenta[a]cyclopropa[h]naphthalene-3,7-dicarboxylic acid dimethyl ester → methyl 4-(benzyloxy)-3,7,8,9-tetrahydro-8-hydroxy-6-(methoxycarbonyl)-6H-pyrrolo[3,2-f]quinoline-2-carboxylate (174868-40-7)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1021/ol0489548

upstream raw materials:

benzyl bromide

4,8-Dihydroxy-8,9-dihydro-3H,7H-pyrrolo[3,2-f]quinoline-2,6-dicarboxylic acid dimethyl ester

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

2-iodo-4-nitro-6-(phenylmethoxy)benzenamine

Downstream raw materials:

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