ethyl (R)-2-amino-3,3-dimethylbutanoate

Base Information

• Chemical Name: ethyl (R)-2-amino-3,3-dimethylbutanoate
• CAS No.: 253178-21-1
• Molecular Formula: C₈H₁₇NO₂
• Molecular Weight: 159.228
• Mol file: 253178-21-1.mol

Synonyms:ethyl (R)-2-amino-3,3-dimethylbutanoate

Chemical Property of ethyl (R)-2-amino-3,3-dimethylbutanoate

Chemical Property:

• Boiling Point: 185.7±13.0 °C(Predicted)
• Density: 0.946±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

(R)-ethyl2-amino-3,3-dimethylbutanoate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (R)-2-amino-3,3-dimethylbutanoate

There total 4 articles about ethyl (R)-2-amino-3,3-dimethylbutanoate 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: 52.0%

ethyl (R)-2-(((R)-mesitylsulfinyl)amino)-3,3-dimethylbutanoate → ethyl (R)-2-amino-3,3-dimethylbutanoate (253178-21-1)

Guidance literature:

With trifluoroacetic acid; In methanol; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jacs.8b11699

Reference yield:

2-((R)-2-Methoxy-1-phenyl-ethylamino)-3,3-dimethyl-butyric acid ethyl ester (507229-71-2) → ethyl (S)-2-amino-3,3-dimethylbutanoate (69557-34-2) + ethyl (R)-2-amino-3,3-dimethylbutanoate (253178-21-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(02)00587-6

Reference yield:

Trimethylpyruvic acid oxime (62965-34-8) → ethyl (R)-2-amino-3,3-dimethylbutanoate (253178-21-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Al / aq. ethanol

2: (i) HCl, (ii) (racemate resolution using (-)-dibenzoyl-tartaric acid)

With aluminium; In ethanol;

DOI:10.1021/ja00497a039

upstream raw materials:

ethanol

2-amino-3,3-dimethylbutanoic acid

2-((R)-2-Methoxy-1-phenyl-ethylamino)-3,3-dimethyl-butyric acid ethyl ester

Trimethylpyruvic acid oxime

Downstream raw materials:

D-tert-leucine