[1'-(3,4-dichloro-benzyl)-4'-methyl-[1,4']bipiperidinyl-3-ylmethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [1'-(3,4-dichloro-benzyl)-4'-methyl-[1,4']bipiperidinyl-3-ylmethyl]-carbamic acid tert-butyl ester
• CAS No.: 861390-37-6
• Molecular Formula: C₂₄H₃₇Cl₂N₃O₂
• Molecular Weight: 470.483

Synonyms:[1'-(3,4-dichloro-benzyl)-4'-methyl-[1,4']bipiperidinyl-3-ylmethyl]-carbamic acid tert-butyl ester

Chemical Property of [1'-(3,4-dichloro-benzyl)-4'-methyl-[1,4']bipiperidinyl-3-ylmethyl]-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [1'-(3,4-dichloro-benzyl)-4'-methyl-[1,4']bipiperidinyl-3-ylmethyl]-carbamic acid tert-butyl ester

There total 3 articles about [1'-(3,4-dichloro-benzyl)-4'-methyl-[1,4']bipiperidinyl-3-ylmethyl]-carbamic acid tert-butyl ester 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: 88.0%

methylmagnesium bromide (75-16-1) + tert-butyl (piperidin-3-ylmethyl)carbamate (142643-29-6) + 1-(3,4-dichlorobenzyl)-4-piperidone (220772-52-1) → [1'-(3,4-dichloro-benzyl)-4'-methyl-[1,4']bipiperidinyl-3-ylmethyl]-carbamic acid tert-butyl ester (861390-37-6)

Guidance literature:

tert-butyl (piperidin-3-ylmethyl)carbamate; 1-(3,4-dichlorobenzyl)-4-piperidone; With titanium(IV) isopropylate; diethylaluminium cyanide; In dichloromethane;

methylmagnesium bromide; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.bmcl.2005.04.054

Reference yield:

piperidin-4-one (41661-47-6) → [1'-(3,4-dichloro-benzyl)-4'-methyl-[1,4']bipiperidinyl-3-ylmethyl]-carbamic acid tert-butyl ester (861390-37-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 65 percent / Et₃N / 1,2-dichloro-ethane / Heating

2.1: Ti(OiPr)4; Et₂AlCN / CH₂Cl₂

2.2: 88 percent / tetrahydrofuran / 0 °C

With titanium(IV) isopropylate; diethylaluminium cyanide; triethylamine; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/j.bmcl.2005.04.054

Reference yield:

3,4-Dichlorophenylmethyl chloride (102-47-6) → [1'-(3,4-dichloro-benzyl)-4'-methyl-[1,4']bipiperidinyl-3-ylmethyl]-carbamic acid tert-butyl ester (861390-37-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 65 percent / Et₃N / 1,2-dichloro-ethane / Heating

2.1: Ti(OiPr)4; Et₂AlCN / CH₂Cl₂

2.2: 88 percent / tetrahydrofuran / 0 °C

With titanium(IV) isopropylate; diethylaluminium cyanide; triethylamine; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/j.bmcl.2005.04.054

upstream raw materials:

methylmagnesium bromide

tert-butyl (piperidin-3-ylmethyl)carbamate

1-(3,4-dichlorobenzyl)-4-piperidone

piperidin-4-one

Downstream raw materials:

C-[1'-(3,4-dichloro-benzyl)-4'-methyl-[1,4']bipiperidinyl-3-yl]-methylamine

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