2-amino-2,3-dimethyl-butanoic acid

Base Information

• Chemical Name: 2-amino-2,3-dimethyl-butanoic acid
• CAS No.: 4378-19-2
• Molecular Formula: C₆H₁₃NO₂
• Molecular Weight: 131.175
• Mol file: 4378-19-2.mol

Synonyms:2-amino-2,3-dimethyl-butanoic acid;

Chemical Property of 2-amino-2,3-dimethyl-butanoic acid

Chemical Property:

• PSA: 63.32000
• LogP: 1.14470

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-amino-2,3-dimethyl-butanoic acid

There total 13 articles about 2-amino-2,3-dimethyl-butanoic acid 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%

(S)-3-(1-naphthoyl)-4-isopropyl-2,2-dimethyloxazolidin-5-one (1007599-18-9) → (S)-α-Methylvaline (4378-19-2,26287-62-7,53940-82-2,53940-83-3)

Guidance literature:

With hydrogen bromide; In 1,4-dioxane; for 3h; Heating;

DOI:10.1021/ja801165z

Reference yield: 100.0%

(S)-4-isopropyl-4-methyl-2,2-dimethyl-3-(1-naphthoyl)oxazolidin-5-one (1025364-74-2) → (S)-α-Methylvaline (4378-19-2,26287-62-7,53940-82-2,53940-83-3)

Guidance literature:

(S)-4-isopropyl-4-methyl-2,2-dimethyl-3-(1-naphthoyl)oxazolidin-5-one; With hydrogen bromide; In water; Reflux; Inert atmosphere;

With Dowex-H⁺; Inert atmosphere;

DOI:10.1021/ja9039604

Reference yield: 87.4%

(S)-methyl 2-benzamido-2,3-dimethylbutanoate → (S)-α-Methylvaline (4378-19-2,26287-62-7,53940-82-2,53940-83-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 100 ℃; for 12h;

DOI:10.1002/hlca.19950780305

upstream raw materials:

DL-N-Trifluoroacetyl-α-methylvalin

2-amino-2,3-dimethylbutyramide

(2R,5S)-1-benzoyl-2-(tert-butyl)-5-isopropyl-3,5-dimethylimidazolidin-4-one

(2R,5S)-1-Benzoyl-2-(tert-butyl)-5-isopropyl-3-methylimidazolidin-4-on

Downstream raw materials:

H-[L-(α-Me)Val]2-Ot-Bu

H-[L-(αMe)Val]3-OtBu

(S)-2-{(S)-2-[(S)-2-((S)-2-Amino-2,3-dimethyl-butyrylamino)-2,3-dimethyl-butyrylamino]-2,3-dimethyl-butyrylamino}-2,3-dimethyl-butyric acid tert-butyl ester

H-[L-(αMe)Val]5-OtBu

Refernces

• 1、 Branca, Mathieu,Gori, Didier,Guillot, Regis,Alezra, Valerie,Kouklovsky, Cyrille. "Tertiary aromatic amide for memory of chirality: Access to enantioenriched α-substituted valine". . p. 5864 - 5865. Retrieved 2008/09/20.
• 2、 Kaptein, Bernard,Monaco, Vania,Broxterman, Quirinus B.,Schoemaker, Hans E.,Kamphuis, Johan. "Synthesis of dipeptides containing α-substituted amino acids; their use as chiral ligands in Lewis-acid-catalyzed reactions". . p. 231 - 238. Retrieved 2007/10/02.