tert-Butyl 4-(4-cyanotetrahydro-2H-pyran-4-yl)-tetrahydro-1(2H)-pyrazinecarboxylate

Base Information

• Chemical Name: tert-Butyl 4-(4-cyanotetrahydro-2H-pyran-4-yl)-tetrahydro-1(2H)-pyrazinecarboxylate
• CAS No.: 569652-93-3
• Molecular Formula: C₁₅H₂₅N₃O₃
• Molecular Weight: 295.382
• Hs Code.: 2934999090

Synonyms:4-(4-cyano-tetrahydro-pyran-4-yl)-piperazine-1-carboxylic acid tert-butyl ester;SS-3093;tert-butyl 4-(4-cyanotetrahydro-2H-pyran-4-yl)tetrahydro-1(2H)-pyrazinecarboxylate;

Chemical Property of tert-Butyl 4-(4-cyanotetrahydro-2H-pyran-4-yl)-tetrahydro-1(2H)-pyrazinecarboxylate

Chemical Property:

• PSA: 65.80000
• LogP: 1.48768

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl 4-(4-cyanotetrahydro-2H-pyran-4-yl)-tetrahydro-1(2H)-pyrazinecarboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl 4-(4-cyanotetrahydro-2H-pyran-4-yl)-tetrahydro-1(2H)-pyrazinecarboxylate

There total 2 articles about tert-Butyl 4-(4-cyanotetrahydro-2H-pyran-4-yl)-tetrahydro-1(2H)-pyrazinecarboxylate 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:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) + potassium cyanide (151-50-8) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 4-(4-cyano-tetrahydro-pyran-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (569652-93-3)

Guidance literature:

In methanol; water; at 0 - 20 ℃;

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) + trimethylsilyl cyanide (7677-24-9) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 4-(4-cyano-tetrahydro-pyran-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (569652-93-3)

Guidance literature:

With zinc(II) iodide;

DOI:10.1016/j.bmcl.2006.04.016

Reference yield:

4-(4-cyano-tetrahydro-pyran-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (569652-93-3) → N-{1-(4-chloro-benzyl)-2-[4-(4-isobutyl-tetrahydro-pyran-4-yl)-piperazin-1-yl]-2-oxo-ethyl}-2-(2,3-dihydro-1H-isoindol-1-yl)-acetamide

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran

2: TFA / CH₂Cl₂

3: HATU; DIEA / CH₂Cl₂

4: TFA / CH₂Cl₂

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2006.04.016

upstream raw materials:

Tetrahydro-4H-pyran-4-one

trimethylsilyl cyanide

1-t-Butoxycarbonylpiperazine

potassium cyanide

Downstream raw materials:

1-({1-(4-chloro-benzyl)-2-[4-(4-isobutyl-tetrahydro-pyran-4-yl)-piperazin-1-yl]-2-oxo-ethylcarbamoyl}-methyl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

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