(3S,4R)-3-((benzo[d][1,3]dioxol-(2,2-d2)-5-yloxy)methyl)-4-(4-fluorophenyl)-1-methylpiperidine

Base Information

• Chemical Name: (3S,4R)-3-((benzo[d][1,3]dioxol-(2,2-d2)-5-yloxy)methyl)-4-(4-fluorophenyl)-1-methylpiperidine
• CAS No.: 936838-88-9
• Molecular Formula: C₂₀H₂₂FNO₃
• Molecular Weight: 345.382

Synonyms:(3S,4R)-3-((benzo[d][1,3]dioxol-(2,2-d2)-5-yloxy)methyl)-4-(4-fluorophenyl)-1-methylpiperidine

Chemical Property of (3S,4R)-3-((benzo[d][1,3]dioxol-(2,2-d2)-5-yloxy)methyl)-4-(4-fluorophenyl)-1-methylpiperidine

Chemical Property:

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Technology Process of (3S,4R)-3-((benzo[d][1,3]dioxol-(2,2-d2)-5-yloxy)methyl)-4-(4-fluorophenyl)-1-methylpiperidine

There total 7 articles about (3S,4R)-3-((benzo[d][1,3]dioxol-(2,2-d2)-5-yloxy)methyl)-4-(4-fluorophenyl)-1-methylpiperidine 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: 50.0%

benzo[d][1,3]dioxol-(2,2-d2)-5-ol (923932-05-2) + ((3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl)methyl methanesulfonate (608521-21-7) → (3S,4R)-3-((benzo[d][1,3]dioxol-(2,2-d2)-5-yloxy)methyl)-4-(4-fluorophenyl)-1-methylpiperidine (936838-88-9)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide; for 0.25h; Heating / reflux;

Reference yield:

benzo[d][1,3]dioxol-(2,2-d2)-5-ol (923932-05-2) + ((3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl)methylmethanesulfonate hydrochloride (1131450-87-7) → (3S,4R)-3-((benzo[d][1,3]dioxol-(2,2-d2)-5-yloxy)methyl)-4-(4-fluorophenyl)-1-methylpiperidine (936838-88-9)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In water; toluene; at 90 ℃; for 5h;

DOI:10.1124/jpet.115.223768

Reference yield:

benzo[d][1,3]dioxol-(2,2-d2)-5-ol (923932-05-2) + (3S,4R)-trans-4-(4-fluorophenyl)-1-methyl-3-phenylsulphonyloxymethylpiperidine (153257-53-5) → (3S,4R)-3-((benzo[d][1,3]dioxol-(2,2-d2)-5-yloxy)methyl)-4-(4-fluorophenyl)-1-methylpiperidine (936838-88-9)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 71 ℃; for 3h; Product distribution / selectivity;

upstream raw materials:

benzo[d][1,3]dioxol-(2,2-d2)-5-ol

((3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl)methyl methanesulfonate

(3S,4R)-trans-4-(4-fluorophenyl)-1-methyl-3-phenylsulphonyloxymethylpiperidine

((3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl)methylmethanesulfonate hydrochloride

Downstream raw materials:

trans-(4R,3S)-d2-3-(benzo[1,3]dioxol-5-yloxymethyl)-4-(4-fluorophenyl)-piperidine-1-carboxylic acid 2-chloroethyl ester

(3S,4R)-4-nitrophenyl 3-((benzo[d][1,3]dioxol-(2,2-d2)-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate

(3S,4R)-4-phenyl 3-((2,2-d2-benzo[d][1,3]dioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate

(3S,4R)-3-((benzo[d][1,3]dioxol-(2,2-d2)-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine hydrochloride

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