(2R,6R)-1-Benzyl-7-butyl-2-pentyl-9-trimethylsilanyloxy-1-aza-spiro[5.5]undec-8-ene

Base Information

Chemical Name:(2R,6R)-1-Benzyl-7-butyl-2-pentyl-9-trimethylsilanyloxy-1-aza-spiro[5.5]undec-8-ene
CAS No.:122624-18-4
Molecular Formula:C₂₉H₄₉NOSi
Molecular Weight:455.8
Hs Code.:

Synonyms:

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Chemical Property of (2R,6R)-1-Benzyl-7-butyl-2-pentyl-9-trimethylsilanyloxy-1-aza-spiro[5.5]undec-8-ene

Chemical Property:

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Technology Process of (2R,6R)-1-Benzyl-7-butyl-2-pentyl-9-trimethylsilanyloxy-1-aza-spiro[5.5]undec-8-ene

There total 14 articles about (2R,6R)-1-Benzyl-7-butyl-2-pentyl-9-trimethylsilanyloxy-1-aza-spiro[5.5]undec-8-ene 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:

: 32362-97-3
2-pentylcyclohexanone

: 122624-18-4,122675-01-8
(2R,6R)-1-Benzyl-7-butyl-2-pentyl-9-trimethylsilanyloxy-1-aza-spiro[5.5]undec-8-ene

Guidance literature:: Multi-step reaction with 15 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

15: 1.) copper(I) iodide, 2.) triethylamine / 1.) ether, hexane, -30 deg C, 15 min, 2.) from -78 deg C to RT, 1.5 h

With Lawessons reagent; hydrogenchloride; potassium hydroxide; copper(l) iodide; 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

Reference yield:

: 84460-49-1
7-pentylhexahydroazepin-2-one

: 122624-18-4,122675-01-8
(2R,6R)-1-Benzyl-7-butyl-2-pentyl-9-trimethylsilanyloxy-1-aza-spiro[5.5]undec-8-ene

Guidance literature:: Multi-step reaction with 14 steps

1: 1.) t-BuOK / 1.) THF, RT, 10 min, 2.) THF, reflux, 1 h

2: 95 percent / Lawesson's reagent / hexamethylphosphoric acid triamide / 2.5 h / 100 °C

4: 2.) triethylamine / 1.) 65-70 deg C, 3 h, 2.) dichloromethane, RT, 1 h

5: 98 percent / Raney nickel W₂ / acetone / 4 h / Heating

6: 1.) bromine, 2.) water, triethylamine / 1.) ether, dichloromethane, -70 deg C, 1.5 h, 2.) RT, 2 h

7: 59 percent / toluene / 40 h / 110 °C

8: H₂, KOH / 5percent Pd/C / ethyl acetate; ethanol / 0.58 h / Ambient temperature

9: 82 percent / p-toluenesulfonic acid / toluene / 6 h / Heating

10: Dibal / diethyl ether; toluene / 6 h / -78 °C

11: oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 0.5 h / -60 °C

12: 4 M HCl / 3 h

13: 73 percent / t-BuOK / tetrahydrofuran / 12 h / Ambient temperature

14: 1.) copper(I) iodide, 2.) triethylamine / 1.) ether, hexane, -30 deg C, 15 min, 2.) from -78 deg C to RT, 1.5 h

With Lawessons reagent; hydrogenchloride; potassium hydroxide; copper(l) iodide; oxalyl dichloride; potassium tert-butylate; water; hydrogen; bromine; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 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

Reference yield:

: 122624-02-6
1-benzyl-7-pentylhexahydroazepin-2-one

: 122624-18-4,122675-01-8
(2R,6R)-1-Benzyl-7-butyl-2-pentyl-9-trimethylsilanyloxy-1-aza-spiro[5.5]undec-8-ene

Guidance literature:: Multi-step reaction with 13 steps

1: 95 percent / Lawesson's reagent / hexamethylphosphoric acid triamide / 2.5 h / 100 °C

3: 2.) triethylamine / 1.) 65-70 deg C, 3 h, 2.) dichloromethane, RT, 1 h

4: 98 percent / Raney nickel W₂ / acetone / 4 h / Heating

5: 1.) bromine, 2.) water, triethylamine / 1.) ether, dichloromethane, -70 deg C, 1.5 h, 2.) RT, 2 h

6: 59 percent / toluene / 40 h / 110 °C

7: H₂, KOH / 5percent Pd/C / ethyl acetate; ethanol / 0.58 h / Ambient temperature

8: 82 percent / p-toluenesulfonic acid / toluene / 6 h / Heating

9: Dibal / diethyl ether; toluene / 6 h / -78 °C

10: oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 0.5 h / -60 °C

11: 4 M HCl / 3 h

12: 73 percent / t-BuOK / tetrahydrofuran / 12 h / Ambient temperature

13: 1.) copper(I) iodide, 2.) triethylamine / 1.) ether, hexane, -30 deg C, 15 min, 2.) from -78 deg C to RT, 1.5 h

With Lawessons reagent; hydrogenchloride; potassium hydroxide; copper(l) iodide; oxalyl dichloride; potassium tert-butylate; water; hydrogen; bromine; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 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