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(2S*,6R*)-1-benzyl-2-pentyl-1-azaspiro<5.5>undec-7-en-9-one

Base Information
  • Chemical Name:(2S*,6R*)-1-benzyl-2-pentyl-1-azaspiro<5.5>undec-7-en-9-one
  • CAS No.:122624-16-2
  • Molecular Formula:C22H31NO
  • Molecular Weight:325.494
  • Hs Code.:
(2S<sup>*</sup>,6R<sup>*</sup>)-1-benzyl-2-pentyl-1-azaspiro<5.5>undec-7-en-9-one

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Chemical Property of (2S*,6R*)-1-benzyl-2-pentyl-1-azaspiro<5.5>undec-7-en-9-one
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Technology Process of (2S*,6R*)-1-benzyl-2-pentyl-1-azaspiro<5.5>undec-7-en-9-one

There total 26 articles about (2S*,6R*)-1-benzyl-2-pentyl-1-azaspiro<5.5>undec-7-en-9-one 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:
Guidance literature:
With potassium tert-butylate; In tetrahydrofuran; for 12h; Ambient temperature;
DOI:10.1021/jo00279a034
Guidance literature:
Multi-step reaction with 14 steps
1: 71 percent / hydroxylamine-O-sulfonic acid, formic acid / 1 h / Heating
2: 1.) t-BuOK / 1.) THF, RT, 10 min, 2.) THF, reflux, 1 h
3: 95 percent / Lawesson's reagent / hexamethylphosphoric acid triamide / 2.5 h / 100 °C
5: 2.) triethylamine / 1.) 65-70 deg C, 3 h, 2.) dichloromethane, RT, 1 h
6: 98 percent / Raney nickel W2 / acetone / 4 h / Heating
7: 1.) bromine, 2.) water, triethylamine / 1.) ether, dichloromethane, -70 deg C, 1.5 h, 2.) RT, 2 h
8: 59 percent / toluene / 40 h / 110 °C
9: H2, KOH / 5percent Pd/C / ethyl acetate; ethanol / 0.58 h / Ambient temperature
10: 82 percent / p-toluenesulfonic acid / toluene / 6 h / Heating
11: Dibal / diethyl ether; toluene / 6 h / -78 °C
12: oxalyl chloride, dimethyl sulfoxide / CH2Cl2 / 0.5 h / -60 °C
13: 4 M HCl / 3 h
14: 73 percent / t-BuOK / tetrahydrofuran / 12 h / Ambient temperature
With Lawessons reagent; hydrogenchloride; potassium hydroxide; formic acid; oxalyl dichloride; potassium tert-butylate; water; hydrogen; bromine; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; hydroxylamine-O-sulfonic acid; palladium on activated charcoal; Raney nickel W2; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; ethyl acetate; acetone; toluene;
DOI:10.1021/jo00279a034
Guidance literature:
Multi-step reaction with 11 steps
1: 71 percent / hydroxylamine-O-sulfonic acid, formic acid / 1 h / Heating
2: 1.) t-BuOK / 1.) THF, RT, 10 min, 2.) THF, reflux, 1 h
3: 95 percent / Lawesson's reagent / hexamethylphosphoric acid triamide / 2.5 h / 100 °C
4: 2.) 2 N HCl / 1.) 150 deg C, 5 h, 2.) RT, overnight
5: 2.) triethylamine / 1.) dichloromethane, RT, overnight, 2.) RT, 1 h
6: 82 percent / Raney nickel W2 / acetone / 2 h / Heating
7: 1.) bromine, 2.) triethylamine / 1.) ether, -70 deg C, 1.5 h, 2.) RT, 48 h
8: 68 percent / t-BuOK / tetrahydrofuran / 2 h / Ambient temperature
9: H2, KOH / 5percent Pd/C / ethyl acetate; ethanol / 0.58 h / 760 Torr / Ambient temperature
10: 87 percent / p-toluenesulfonic acid / benzene; acetone / 12 h / 50 °C
11: t-BuOK / tetrahydrofuran / 12 h / Ambient temperature
With Lawessons reagent; hydrogenchloride; potassium hydroxide; formic acid; potassium tert-butylate; hydrogen; bromine; toluene-4-sulfonic acid; triethylamine; hydroxylamine-O-sulfonic acid; palladium on activated charcoal; Raney nickel W2; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; ethyl acetate; acetone; benzene;
DOI:10.1021/jo00279a034
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