2(1H)-Isoquinolinecarboxylic acid, 6,7-bis[(ethoxycarbonyl)oxy]-3,4-dihydro-1-[(4-nitrophenyl)methyl]-, 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: 2(1H)-Isoquinolinecarboxylic acid, 6,7-bis[(ethoxycarbonyl)oxy]-3,4-dihydro-1-[(4-nitrophenyl)methyl]-, 9H-fluoren-9-ylmethyl ester
• CAS No.: 880475-00-3
• Molecular Formula: C37H34 N2 O10
• Molecular Weight: 666.684
• Mol file: 880475-00-3.mol

Synonyms:2(1H)-Isoquinolinecarboxylic acid, 6,7-bis[(ethoxycarbonyl)oxy]-3,4-dihydro-1-[(4-nitrophenyl)methyl]-, 9H-fluoren-9-ylmethyl ester

Chemical Property of 2(1H)-Isoquinolinecarboxylic acid, 6,7-bis[(ethoxycarbonyl)oxy]-3,4-dihydro-1-[(4-nitrophenyl)methyl]-, 9H-fluoren-9-ylmethyl ester

Chemical Property:

• PSA: 146.42000
• LogP: 8.21750

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2(1H)-Isoquinolinecarboxylic acid, 6,7-bis[(ethoxycarbonyl)oxy]-3,4-dihydro-1-[(4-nitrophenyl)methyl]-, 9H-fluoren-9-ylmethyl ester

There total 4 articles about 2(1H)-Isoquinolinecarboxylic acid, 6,7-bis[(ethoxycarbonyl)oxy]-3,4-dihydro-1-[(4-nitrophenyl)methyl]-, 9H-fluoren-9-ylmethyl ester 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: 95.0%

2-[(9H-fluoren-9-yl)methoxycarbonyl]-6,7-dihydroxy-1-(4-nitrobenzyl)-1,2,3,4-tetrahydroisoquinoline (880474-98-6) + chloroformic acid ethyl ester (541-41-3) → 6,7-bis(ethoxycarbonyloxy)-2-[(9H-fluoren-9-yl)methoxycarbonyl]-1-(4-nitrobenzyl)-1,2,3,4-tetrahydroisoquinoline (880475-00-3)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmc.2005.12.027

Reference yield:

2-[(9H-fluoren-9-yl)methoxycarbonyl]-6,7-dimethoxy-1-(4-nitrobenzyl)-1,2,3,4-tetrahydroisoquinoline (880474-96-4) → 6,7-bis(ethoxycarbonyloxy)-2-[(9H-fluoren-9-yl)methoxycarbonyl]-1-(4-nitrobenzyl)-1,2,3,4-tetrahydroisoquinoline (880475-00-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / BBr₃ / CH₂Cl₂ / cooling

2: 95 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; boron tribromide; In dichloromethane;

DOI:10.1016/j.bmc.2005.12.027

Reference yield:

1,2,3,4-tetrahydro-6,7-dimethoxy-1-[(4-nitrophenyl)methyl]isoquinoline (10268-26-5) → 6,7-bis(ethoxycarbonyloxy)-2-[(9H-fluoren-9-yl)methoxycarbonyl]-1-(4-nitrobenzyl)-1,2,3,4-tetrahydroisoquinoline (880475-00-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / ethyldiisopropylamine / CH₂Cl₂ / cooling

2: 95 percent / BBr₃ / CH₂Cl₂ / cooling

3: 95 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; boron tribromide; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/j.bmc.2005.12.027

upstream raw materials:

2-[(9H-fluoren-9-yl)methoxycarbonyl]-6,7-dihydroxy-1-(4-nitrobenzyl)-1,2,3,4-tetrahydroisoquinoline

chloroformic acid ethyl ester

2-[(9H-fluoren-9-yl)methoxycarbonyl]-6,7-dimethoxy-1-(4-nitrobenzyl)-1,2,3,4-tetrahydroisoquinoline

1,2,3,4-tetrahydro-6,7-dimethoxy-1-[(4-nitrophenyl)methyl]isoquinoline

Downstream raw materials:

1-(4-azido-3-iodobenzyl)-6,7-bis(ethoxycarbonyloxy)-2-[(9H-fluoren-9-yl)methoxycarbonyl]-1,2,3,4-tetrahydroisoquinoline

1-(4-amino-3-iodobenzyl)-6,7-bis(ethoxycarbonyloxy)-2-[(9H-fluoren-9-yl)methoxycarbonyl]-1,2,3,4-tetrahydroisoquinoline

1-(4-amino-benzyl)-6,7-bis-ethoxycarbonyloxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid 9H-fluoren-9-ylmethyl ester

Refernces