4-benzyl-2-formylpiperazine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-benzyl-2-formylpiperazine-1-carboxylic acid tert-butyl ester
• CAS No.: 1243199-03-2
• Molecular Formula: C₁₇H₂₄N₂O₃
• Molecular Weight: 304.389
• Mol file: 1243199-03-2.mol

Synonyms:4-benzyl-2-formylpiperazine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-benzyl-2-formylpiperazine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 4-benzyl-2-formylpiperazine-1-carboxylic acid tert-butyl ester

There total 5 articles about 4-benzyl-2-formylpiperazine-1-carboxylic 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: 71.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 4-benzyl-piperazine-1-carboxylic acid tert-butyl ester (57260-70-5) → 4-benzyl-2-formylpiperazine-1-carboxylic acid tert-butyl ester (1243199-03-2,1257856-16-8,947275-36-7)

Guidance literature:

4-benzyl-piperazine-1-carboxylic acid tert-butyl ester; With sec.-butyllithium; In tetrahydrofuran; hexane; at -30 ℃; for 0.0833333h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -30 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol1017799

Reference yield: 68.0%

tert-butyl 4-benzyl-2-(hydroxymethyl)piperazine-1-carboxylate (936553-15-0,1257855-72-3,947275-34-5) → 4-benzyl-2-formylpiperazine-1-carboxylic acid tert-butyl ester (1243199-03-2,1257856-16-8,947275-36-7)

Guidance literature:

With water; sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmcl.2015.04.036

Reference yield:

2-benzyl 1-(tert-butyl) 4-benzylpiperazine-1,2-dicarboxylate → 4-benzyl-2-formylpiperazine-1-carboxylic acid tert-butyl ester (1243199-03-2,1257856-16-8,947275-36-7)

Guidance literature:

Multi-step reaction with 2 steps

1: calcium(II) chloride dihydrate; sodium tetrahydroborate / tetrahydrofuran; ethanol / 0 - 20 °C

2: water; sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 20 °C

With sodium tetrahydroborate; calcium(II) chloride dihydrate; water; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; ethanol; dichloromethane; 2: |Dess-Martin Oxidation;

DOI:10.1016/j.bmcl.2015.04.036

upstream raw materials:

N,N-dimethyl-formamide

4-benzyl-piperazine-1-carboxylic acid tert-butyl ester

benzyl bromide

1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid

Downstream raw materials:

N¹-(((R)-4-benzylpiperazin-2-yl)methyl)-N¹-((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine

N¹-(((S)-4-benzylpiperazin-2-yl)methyl)-N¹-((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine