Tert-butyl 3-amino-2,2-dimethylpropanoate

Base Information

• Chemical Name: Tert-butyl 3-amino-2,2-dimethylpropanoate
• CAS No.: 259794-53-1
• Molecular Formula: C9H19NO2
• Molecular Weight: 173.255
• European Community (EC) Number: 886-175-1
• Mol file: 259794-53-1.mol

Synonyms:tert-butyl 3-amino-2,2-dimethylpropanoate;259794-53-1;MFCD20719039;3-amino-2,2-dimethyl-propionic acid tert-butyl ester;SCHEMBL12503127;MPMSYSWHOWKMSF-UHFFFAOYSA-N;AMY26879;AKOS017529932;t-Butyl 3-amino-2,2-dimethylpropanoate;BS-53265;SY121207;tert-butyl3-amino-2,2-dimethylpropanoate;E78722;EN300-150734

Chemical Property of Tert-butyl 3-amino-2,2-dimethylpropanoate

Chemical Property:

• Boiling Point: 221.7±23.0 °C(Predicted)
• PKA: 8.75±0.10(Predicted)
• PSA: 52.32000
• Density: 0.939±0.06 g/cm3(Predicted)
• LogP: 2.01330
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 173.141578849
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl3-Amino-2,2-dimethylpropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C(C)(C)CN
• Uses: tert-Butyl 3-amino-2,2-dimethylpropanoate can be used to treat HBV infection or HBV-induced diseases.

Technology Process of Tert-butyl 3-amino-2,2-dimethylpropanoate

There total 6 articles about Tert-butyl 3-amino-2,2-dimethylpropanoate 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: 100.0%

cyano-dimethylacetic acid tert-butyl ester (75235-66-4) → 3-amino-2,2-dimethylpropionic acid tert-butyl ester (259794-53-1)

Guidance literature:

With 5% rhodium on activated aluminium oxide; ammonia; hydrogen; In methanol; ethanol; for 15h;

Reference yield: 89.0%

tert-butyl 3-{[(benzyloxy)carbonyl]amino}-2,2-dimethylpropanoate (259794-52-0) → 3-amino-2,2-dimethylpropionic acid tert-butyl ester (259794-53-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3h; under 750.06 Torr;

DOI:10.1002/(SICI)1522-2675(19991215)82:12<2432::AID-HLCA2432>3.0.CO;2-H

Reference yield:

aminopivalic acid (19036-43-2) → 3-amino-2,2-dimethylpropionic acid tert-butyl ester (259794-53-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / aq. NaOH / dioxane / 5 h / 20 °C

2: 85 percent / H₂SO₄ / CH₂Cl₂ / 65 h / 20 °C / sealed tube

3: 89 percent / H₂ / Pd/C / methanol / 3 h / 750.06 Torr

With sodium hydroxide; sulfuric acid; hydrogen; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; 1: Condensation / 2: Addition / 3: Hydrogenolysis;

DOI:10.1002/(SICI)1522-2675(19991215)82:12<2432::AID-HLCA2432>3.0.CO;2-H

upstream raw materials:

tert-butyl 3-{[(benzyloxy)carbonyl]amino}-2,2-dimethylpropanoate

aminopivalic acid

Methyl 2,2-dimethyl-3-hydroxypropionate

3-(benzyloxycarbonylamino)-2,2-dimethylpropanoic acid

Downstream raw materials:

3-[(1-cyano-7-cyclohexyloxy-4-hydroxy-isoquinoline-3-carbonyl)amino]-2,2-dimethylpropionic acid tert-butyl ester

3-[(1-cyano-7-cyclohexanesulfonyl-4-hydroxyisoquinoline-3-carbonyl)amino]-2,2-dimethylpropionic acid

3-[(1-cyano-7-cyclohexyloxy-4-hydroxy-isoquinoline-3-carbonyl)amino]-2,2-dimethylpropionic acid

3-{[1-cyano-4-hydroxy-7-(4-methoxyphenoxy)isoquinoline-3-carbonyl]amino}-2,2-dimethylpropionic acid tert-butyl ester

Refernces

• 1、 -. "4 -HYDROXY- ISOQUINOLINE COMPOUNDS AS HIF HYDROXYLASE INHIBITORS". Paragraph 0206. . Retrieved 2013/09/26.