(+/-)-trans-10-amino-9-(benzoyloxy)-7,8,9,10-tetrahydrobenzopyrene

Base Information

• Chemical Name: (+/-)-trans-10-amino-9-(benzoyloxy)-7,8,9,10-tetrahydrobenzo
• Molecular Formula: C₂₇H₂₁NO₂
• Molecular Weight: 391.469

Synonyms:

Chemical Property of (+/-)-trans-10-amino-9-(benzoyloxy)-7,8,9,10-tetrahydrobenzo

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

There total 4 articles about (+/-)-trans-10-amino-9-(benzoyloxy)-7,8,9,10-tetrahydrobenzopyrene 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: 91.0%

(+/-)-trans-10-azido-9-(benzoyloxy)-7,8,9,10-tetrahydrobenzopyrene → (+/-)-trans-10-amino-9-(benzoyloxy)-7,8,9,10-tetrahydrobenzopyrene (128112-97-0,129552-36-9)

Guidance literature:

With hydrogen; Lindlar's catalyst; In tetrahydrofuran; ethanol; for 11h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00303a025

Reference yield:

9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (64608-56-6) + benzoyl cyanide (613-90-1) → (+/-)-trans-10-amino-9-(benzoyloxy)-7,8,9,10-tetrahydrobenzopyrene (128112-97-0,129552-36-9)

Guidance literature:

9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene; With lithium azide; In N,N-dimethyl-formamide; at 40 ℃; for 24h;

benzoyl cyanide; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; at 20 ℃; for 2.5h; under 760.051 Torr; Further stages.;

DOI:10.1021/ol027084w

Reference yield:

7,8,8a,9a-tetrahydrobenzo<10,11>chryseno<3,4-b>oxirene (36504-68-4,64608-56-6) → (+/-)-trans-10-amino-9-(benzoyloxy)-7,8,9,10-tetrahydrobenzopyrene (128112-97-0,129552-36-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / N₃^- form of Amberlite resin / tetrahydrofuran / 48 h / 37 °C

2: 1) NaH / 19 pyridine, r.t., 10 min, 2) r.t., overnight

3: 91 percent / H₂ / Lindlar catalyst / ethanol; tetrahydrofuran / 11 h / 760 Torr / Ambient temperature

With N₃^- form of Amberlite resin; hydrogen; sodium hydride; Lindlar's catalyst; In tetrahydrofuran; ethanol;

DOI:10.1021/jo00303a025

upstream raw materials:

9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene

benzoyl cyanide

7,8,8a,9a-tetrahydrobenzo<10,11>chryseno<3,4-b>oxirene

Downstream raw materials:

Benzoic acid (9R,10R)-10-[9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamino]-7,8,9,10-tetrahydro-benzo[def]chrysen-9-yl ester

benzoic acid 10-{6-benzyloxy-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9H-purin-2-ylamino}-7,8,9,10-tetrahydro-benzo[def]chrysen-9-yl ester

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