{(2R,6R)-1-Benzyl-2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-6-pentyl-piperidin-2-yl}-methanol

Base Information

Chemical Name:{(2R,6R)-1-Benzyl-2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-6-pentyl-piperidin-2-yl}-methanol
CAS No.:122624-22-0
Molecular Formula:C₂₄H₃₉NO₃
Molecular Weight:389.579
Hs Code.:

Synonyms:{(2R,6R)-1-Benzyl-2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-6-pentyl-piperidin-2-yl}-methanol

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Chemical Property of {(2R,6R)-1-Benzyl-2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-6-pentyl-piperidin-2-yl}-methanol

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Technology Process of {(2R,6R)-1-Benzyl-2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-6-pentyl-piperidin-2-yl}-methanol

There total 11 articles about {(2R,6R)-1-Benzyl-2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-6-pentyl-piperidin-2-yl}-methanol 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:

: 122624-21-9
(2R,6R)-1-Benzyl-2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-6-pentyl-piperidine-2-carboxylic acid methyl ester

: 122624-22-0
{(2R,6R)-1-Benzyl-2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-6-pentyl-piperidin-2-yl}-methanol

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; toluene; at -78 ℃; for 6h;
DOI:10.1021/jo00279a034

Reference yield:

: 32362-97-3
2-pentylcyclohexanone

: 122624-22-0
{(2R,6R)-1-Benzyl-2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-6-pentyl-piperidin-2-yl}-methanol

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

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

With Lawessons reagent; potassium hydroxide; formic acid; potassium tert-butylate; water; hydrogen; bromine; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; hydroxylamine-O-sulfonic acid; palladium on activated charcoal; Raney nickel W₂; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; ethyl acetate; acetone; toluene;
DOI:10.1021/jo00279a034

Reference yield:

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

: 122624-22-0
{(2R,6R)-1-Benzyl-2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-6-pentyl-piperidin-2-yl}-methanol

Guidance literature:: Multi-step reaction with 10 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

With Lawessons reagent; potassium hydroxide; potassium tert-butylate; water; hydrogen; bromine; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; Raney nickel W₂; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; ethyl acetate; acetone; toluene;
DOI:10.1021/jo00279a034