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

Base Information

• Chemical Name: 2(1H)-Isoquinolinecarboxylic acid, 1-[(4-azido-3-iodophenyl)methyl]-6,7-bis[(ethoxycarbonyl)oxy]-3,4-dihydro-, 9H-fluoren-9-ylmethyl ester
• CAS No.: 880475-04-7
• Molecular Formula: C37H33 I N4 O8
• Molecular Weight: 0
• Mol file: 880475-04-7.mol

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

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

Chemical Property:

• PSA: 150.35000
• LogP: 8.78526

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 7 articles about 2(1H)-Isoquinolinecarboxylic acid, 1-[(4-azido-3-iodophenyl)methyl]-6,7-bis[(ethoxycarbonyl)oxy]-3,4-dihydro-, 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: 97.0%

1-(4-amino-3-iodobenzyl)-6,7-bis(ethoxycarbonyloxy)-2-[(9H-fluoren-9-yl)methoxycarbonyl]-1,2,3,4-tetrahydroisoquinoline (880475-02-5) → 1-(4-azido-3-iodobenzyl)-6,7-bis(ethoxycarbonyloxy)-2-[(9H-fluoren-9-yl)methoxycarbonyl]-1,2,3,4-tetrahydroisoquinoline (880475-04-7)

Guidance literature:

With sodium azide; acetic acid; sodium nitrite; In water; for 2h; cooling;

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) → 1-(4-azido-3-iodobenzyl)-6,7-bis(ethoxycarbonyloxy)-2-[(9H-fluoren-9-yl)methoxycarbonyl]-1,2,3,4-tetrahydroisoquinoline (880475-04-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / BBr₃ / CH₂Cl₂ / cooling

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

3: 99 percent / H₂ / Pd-C / ethyl acetate / 4 h / 3102.89 Torr

4: 64 percent / benzyltrimethylammonium dichloroiodate; CaCO₃ / methanol; CH₂Cl₂ / 2 h / 20 °C

5: 97 percent / NaNO₂; AcOH; NaN₃ / H₂O / 2 h / cooling

With pyridine; sodium azide; hydrogen; boron tribromide; N,N,N-trimethylbenzenemethanaminium dichloroiodate; acetic acid; calcium carbonate; sodium nitrite; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate;

DOI:10.1016/j.bmc.2005.12.027

Reference yield:

2-[(9H-fluoren-9-yl)methoxycarbonyl]-6,7-dihydroxy-1-(4-nitrobenzyl)-1,2,3,4-tetrahydroisoquinoline (880474-98-6) → 1-(4-azido-3-iodobenzyl)-6,7-bis(ethoxycarbonyloxy)-2-[(9H-fluoren-9-yl)methoxycarbonyl]-1,2,3,4-tetrahydroisoquinoline (880475-04-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / pyridine / CH₂Cl₂ / 20 °C

2: 99 percent / H₂ / Pd-C / ethyl acetate / 4 h / 3102.89 Torr

3: 64 percent / benzyltrimethylammonium dichloroiodate; CaCO₃ / methanol; CH₂Cl₂ / 2 h / 20 °C

4: 97 percent / NaNO₂; AcOH; NaN₃ / H₂O / 2 h / cooling

With pyridine; sodium azide; hydrogen; N,N,N-trimethylbenzenemethanaminium dichloroiodate; acetic acid; calcium carbonate; sodium nitrite; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate;

DOI:10.1016/j.bmc.2005.12.027

upstream raw materials:

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

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

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