tert-butyl 2,6-diazaspiro[3.3]heptane-2-carboxylate oxalate

Base Information

• Chemical Name: tert-butyl 2,6-diazaspiro[3.3]heptane-2-carboxylate oxalate
• CAS No.: 1041026-71-4
• Molecular Formula: C₂H₂O₄*2C₁₀H₁₈N₂O₂
• Molecular Weight: 486.566
• Hs Code.: 2934999090
• Mol file: 1041026-71-4.mol

Synonyms:tert-butyl 2,6-diazaspiro[3.3]heptane-2-carboxylate oxalate;2,6-Diazaspiro[3.3]heptane-2-carboxylic acid tert-butyl ester heMioxylate;2,6-Diazaspiro[3.3]heptane-2-carboxylic acid, 1,1-diMethylethyl ester, ethanedioate (2:1)

Chemical Property of tert-butyl 2,6-diazaspiro[3.3]heptane-2-carboxylate oxalate

Chemical Property:

• Melting Point: 206-209℃
• PSA: 116.17000
• LogP: 0.24900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly, Sonicated)
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

97%min ^*data from raw suppliers

2,6-Diazaspiro[3.3]heptane-2-carboxylicAcidtert-ButylEsterHemioxalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: It is employed as a intermediate for pharmaceutical. 2,6-Diazaspiro[3.3]heptane-2-carboxylic Acid tert-Butyl Ester Hemioxylate is preparation of pyrimidine derivatives and related heterocycles as CDK inhibitors for treatment of diseases.

Technology Process of tert-butyl 2,6-diazaspiro[3.3]heptane-2-carboxylate oxalate

There total 8 articles about tert-butyl 2,6-diazaspiro[3.3]heptane-2-carboxylate oxalate 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: 82.0%

tert-butyl 6-(p-toluenesulfonyl)-2,6-diazaspiro[3.3]heptane-2-carboxylate (1041026-67-8) + oxalic acid (144-62-7,97993-78-7) → 2,6-diazaspiro[3.3]heptane-2-carboxylic acid tert-butyl ester hemioxylate (1041026-71-4)

Guidance literature:

tert-butyl 6-(p-toluenesulfonyl)-2,6-diazaspiro[3.3]heptane-2-carboxylate; With magnesium; In methanol; at 20 ℃; for 1h;

oxalic acid; In ethanol; water;

Reference yield:

di-tert-butyl 2,6-diazaspiro[3.3]heptane-2,6-dicarboxylate (1150618-17-9) + oxalic acid (144-62-7,97993-78-7) → 2,6-diazaspiro[3.3]heptane-2-carboxylic acid tert-butyl ester oxalate (1227382-01-5,1041026-71-4)

Guidance literature:

di-tert-butyl 2,6-diazaspiro[3.3]heptane-2,6-dicarboxylate; With methanol; acetyl chloride; at 20 ℃; for 20h; Inert atmosphere;

With potassium hydroxide; In methanol; at 30 ℃;

oxalic acid; In diethyl ether; at 20 ℃; for 1h;

Reference yield:

2,6-diazaspiro[3.3]heptane-2-carboxylic acid tert-butyl ester hemioxylate (1041026-70-3) + oxalic acid (144-62-7,97993-78-7) → 2,6-diazaspiro[3.3]heptane-2-carboxylic acid tert-butyl ester hemioxylate (1041026-71-4)

Guidance literature:

In diethyl ether; ethanol;

DOI:10.1021/ol801293f

upstream raw materials:

2,6-diazaspiro[3.3]heptane-2-carboxylic acid tert-butyl ester hemioxylate

oxalic acid

tert-butyl 6-(p-toluenesulfonyl)-2,6-diazaspiro[3.3]heptane-2-carboxylate

N-benzyl-3,3-bis-(hydroxymethyl)-azetidine

Downstream raw materials:

tert-butyl 6-acetyl-2,6-diazaspiro[3.3]heptane-2-carboxylate

tert-butyl 6-(4-fluorophenyl)-2,6-diazaspiro[3,3]heptane-2-carboxylate

Refernces

• 1、 -. "HETEROARYL-SUBSTITUTED SPIROCYCLIC DIAMINE UREA MODULATORS OF FATTY ACID AMIDE HYDROLASE". Page/Page column 30-31. . Retrieved 2010/12/29.
• 2、 Burkhard, Johannes,Carreira, Erick M.. "2,6-Diazaspiro[3.3]heptanes: Synthesis and application in Pd-catalyzed aryl amination reactions". supporting information; experimental part. p. 3525 - 3526. Retrieved 2009/05/07.