Methyl 2-amino-3,3-dimethylbutanoate hydrochloride

Base Information

• Chemical Name: Methyl 2-amino-3,3-dimethylbutanoate hydrochloride
• CAS No.: 22146-61-8
• Molecular Formula: C₇H₁₅NO₂*ClH
• Molecular Weight: 181.663
• European Community (EC) Number: 820-061-4
• Mol file: 22146-61-8.mol

Synonyms:22146-61-8;methyl 2-amino-3,3-dimethylbutanoate hydrochloride;BUTYRIC ACID, 2-AMINO-3,3-DIMETHYL-, METHYL ESTER, HYDROCHLORIDE, DL-;Methyl 2-amino-3,3-dimethylbutanoate HCl;methyl 2-amino-3,3-dimethylbutanoate;hydrochloride;MFCD11113177;SCHEMBL1705950;BCP28360;STR08054;MFCD11113178;AKOS025405038;AB88685;AT31487;SY022000;SY022621;EN300-197288;methyl2-amino-3,3-dimethylbutanoatehydrochloride;methyl 2-amino-3, 3-dimethylbutanoate;Z2736427680

Chemical Property of Methyl 2-amino-3,3-dimethylbutanoate hydrochloride

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 181.0869564
• Heavy Atom Count: 11
• Complexity: 126

Purity/Quality:

98.5% ^*data from raw suppliers

L-tert-Leucine methyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(C(=O)OC)N.Cl

Technology Process of Methyl 2-amino-3,3-dimethylbutanoate hydrochloride

There total 1 articles about Methyl 2-amino-3,3-dimethylbutanoate hydrochloride 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%

methanol (67-56-1) + 2-amino-3,3-dimethylbutanoic acid (33105-81-6) → H-D,L-TleOMe·HCl (22146-61-8,167223-43-0)

Guidance literature:

With thionyl chloride; at 0 - 70 ℃; for 16h;

DOI:10.1021/jacs.1c11266

Reference yield: 54.0%

H-D,L-TleOMe·HCl (22146-61-8,167223-43-0) + phenyl isocyanate (103-71-9) → 5-(tert-butyl)-3-phenylimidazolidine-2,4-dione

Guidance literature:

H-D,L-TleOMe·HCl; phenyl isocyanate; With triethylamine; In acetonitrile; at 20 ℃; for 16h;

With hydrogenchloride; In methanol; at 100 ℃;

DOI:10.1021/jacs.1c11266

Reference yield:

H-D,L-TleOMe·HCl (22146-61-8,167223-43-0) → (R)-5-(tert-butyl)-3-phenylimidazolidine-2,4-dione

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / acetonitrile / 16 h / 20 °C

1.2: 100 °C

2.1: C₂₅H₂₆N₂O₃ / 13 h / 20 °C / Inert atmosphere; Photolysis

With C₂₅H₂₆N₂O₃; triethylamine; In acetonitrile;

DOI:10.1021/jacs.1c11266

upstream raw materials:

methanol

2-amino-3,3-dimethylbutanoic acid

Refernces

• 1、 Wang, Tianli,Yu, Zhaoyuan,Hoon, Ding Long,Phee, Claire Yan,Lan, Yu,Lu, Yixin. "Regiodivergent Enantioselective γ-Additions of Oxazolones to 2,3-Butadienoates Catalyzed by Phosphines: Synthesis of α,α-Disubstituted α-Amino Acids and N,O-Acetal Derivatives". supporting information. p. 265 - 271. Retrieved 2016/01/25.