TERT-BUTYL 3-OXOTETRAHYDRO-1H-OXAZOLO[3,4-A]PYRAZINE-7(3H)-CARBOXYLATE

Base Information

• Chemical Name: TERT-BUTYL 3-OXOTETRAHYDRO-1H-OXAZOLO[3,4-A]PYRAZINE-7(3H)-CARBOXYLATE
• CAS No.: 935544-47-1
• Molecular Formula: C11H18N2O4
• Molecular Weight: 242.27
• Hs Code.: 2934999090
• Mol file: 935544-47-1.mol

Synonyms:TERT-BUTYL 3-OXOTETRAHYDRO-1H-OXAZOLO[3,4-A]PYRAZINE-7(3H)-CARBOXYLATE;tert-Butyl 3-oxotetrahydro-3H-oxazolo[3,4-a]pyrazine-7(1H)-carboxylate;tert-butyl 3-oxo-5,6,8,8a-tetrahydro-1H-[1,3]oxazolo[3,4-a]pyrazine-7-carboxylate;Tetrahydro-3-oxo-3H-oxazolo[3,4-a]pyrazine-7(1H)-carboxylic acid 1,1-dimethylethyl ester;3H-Oxazolo[3,4-a]pyrazine-7(1H)-carboxylic acid, tetrahydro-3-oxo-, 1,1-dimethylethyl ester

Chemical Property of TERT-BUTYL 3-OXOTETRAHYDRO-1H-OXAZOLO[3,4-A]PYRAZINE-7(3H)-CARBOXYLATE

Chemical Property:

• Boiling Point: 411.5±44.0 °C(Predicted)
• PKA: -1.56±0.20(Predicted)
• PSA: 59.08000
• Density: 1.25±0.1 g/cm3(Predicted)
• LogP: 0.93370
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-butyl3-oxotetrahydro-1H-oxazolo[3,4-a]pyrazine-7(3H)-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TERT-BUTYL 3-OXOTETRAHYDRO-1H-OXAZOLO[3,4-A]PYRAZINE-7(3H)-CARBOXYLATE

There total 6 articles about TERT-BUTYL 3-OXOTETRAHYDRO-1H-OXAZOLO[3,4-A]PYRAZINE-7(3H)-CARBOXYLATE 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: 80.0%

N,N'-di-tert-butyloxycarbonylpiperazine-2-carboxylic acid (181955-79-3) → tert-butyl 3-oxotetrahydro-1H-oxazolo[3,4-a]pyrazine-7(3H)-carboxylate (935544-47-1,1235469-36-9)

Guidance literature:

N,N'-di-tert-butyloxycarbonylpiperazine-2-carboxylic acid; With borane-THF; In tetrahydrofuran; at 50 ℃; for 2h;

With sodium hydride; In tetrahydrofuran; mineral oil; for 1h;

DOI:10.1021/jm5004599

Reference yield: 26.0%

tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate (301673-16-5) + 1,1'-carbonyldiimidazole (530-62-1) → tert-butyl 3-oxotetrahydro-1H-oxazolo[3,4-a]pyrazine-7(3H)-carboxylate (935544-47-1,1235469-36-9)

Guidance literature:

1,1'-carbonyldiimidazole; With methanol; triethylamine; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate; In tetrahydrofuran; at 65 ℃; for 6h;

Reference yield:

2-hydroxymethylpiperazine-1,4-dicarboxylic acid di-tert-butyl ester (143540-05-0) → tert-butyl 3-oxotetrahydro-1H-oxazolo[3,4-a]pyrazine-7(3H)-carboxylate (935544-47-1,1235469-36-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; Heating;

DOI:10.1016/j.tet.2007.01.044

upstream raw materials:

2-hydroxymethylpiperazine-1,4-dicarboxylic acid di-tert-butyl ester

hexahydro-oxazolo[3,4-a]pyrazin-3-one

di-tert-butyl dicarbonate

N,N'-di-tert-butyloxycarbonylpiperazine-2-carboxylic acid

Downstream raw materials:

tert-butyl 3-((3-fluorophenoxy)methyl)piperazine-1-carboxylate

1-(benzyloxycarbonyl)-2-hydroxymethyl-4-(tert-butyloxycarbonyl)-piperazine

tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate

C₂₂H₂₇ClN₄O₄