[2-(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamic acid benzyl ester

Base Information

• Chemical Name: [2-(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamic acid benzyl ester
• CAS No.: 1361253-97-5
• Molecular Formula: C₂₅H₂₆N₂O₄
• Molecular Weight: 418.492
• Mol file: 1361253-97-5.mol

Synonyms:[2-(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamic acid benzyl ester

Chemical Property of [2-(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamic acid benzyl ester

There total 4 articles about [2-(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamic acid benzyl 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: 79.0%

8-hydroxyjulolidine (41175-50-2) + methyl 5-<(benzyloxycarbonyl)amino>-3-oxopentanoate (99017-63-7) → [2-(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamic acid benzyl ester (1361253-97-5)

Guidance literature:

With triisopropoxytitanium(IV) chloride; In toluene; for 16h; Reflux;

DOI:10.1002/ejoc.201101117

Reference yield:

triisopropoxytitanium(IV) chloride (20717-86-6) + 8-hydroxyjulolidine (41175-50-2) + methyl 5-<(benzyloxycarbonyl)amino>-3-oxopentanoate (99017-63-7) → [2-(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamic acid benzyl ester (1361253-97-5) + isopropyl [2-(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamate

Guidance literature:

In hexane; Overall yield = 77 percent; Overall yield = 13 g;

DOI:10.1039/d0nj02664f

Reference yield:

3-(benzyloxycarbonylamino)propanoic acid (2304-94-1) → [2-(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamic acid benzyl ester (1361253-97-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 5 - 20 °C

1.2: 20 °C

2.1: triisopropoxytitanium(IV) chloride / toluene / 16 h / Reflux

With triisopropoxytitanium(IV) chloride; 1,1'-carbonyldiimidazole; In tetrahydrofuran; toluene; 2.1: Pechmann condensation;

DOI:10.1002/ejoc.201101117

upstream raw materials:

8-hydroxyjulolidine

methyl 5-<(benzyloxycarbonyl)amino>-3-oxopentanoate

3-(benzyloxycarbonylamino)propanoic acid

triisopropoxytitanium(IV) chloride

Downstream raw materials:

[2-(9-iodo-10-oxo-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamic acid benzyl ester

[2-(10-oxo-9-phenylethynyl-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamic acid benzyl ester

[2-(9-(4-chlorophenyl)-10-oxo-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-aza-benzo[de]anthracen-8-yl)ethyl]carbamic acid benzyl ester