(R)-2-(tert-butoxycarbonylamino)-2,3-dimethylbutanoic acid

Base Information

• Chemical Name: (R)-2-(tert-butoxycarbonylamino)-2,3-dimethylbutanoic acid
• CAS No.: 53940-90-2
• Molecular Formula: C11H21NO4
• Molecular Weight: 231.292
• Mol file: 53940-90-2.mol

Synonyms:(R)-2-(tert-butoxycarbonylamino)-2,3-dimethylbutanoic acid;Boc-(S)-2-aMino-2,3-diMethylbutanoic acid;Boc-α-methyl-D-Valine

Chemical Property of (R)-2-(tert-butoxycarbonylamino)-2,3-dimethylbutanoic acid

Chemical Property:

• Melting Point: 95-97 °C
• Boiling Point: 350.0±25.0 °C(Predicted)
• PKA: 4.14±0.16(Predicted)
• PSA: 79.12000
• Density: 1.063±0.06 g/cm3(Predicted)
• LogP: 2.21480
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

(S)-2-((tert-Butoxycarbonyl)amino)-2,3-dimethylbutanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(tert-butoxycarbonylamino)-2,3-dimethylbutanoic acid

There total 1 articles about (R)-2-(tert-butoxycarbonylamino)-2,3-dimethylbutanoic 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: 42.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-α-Methylvaline (4378-19-2,26287-62-7,53940-82-2,53940-83-3) → (S)-2-((tert-butoxycarbonyl)amino)-2,3-dimethylbutanoic acid (53940-90-2)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 72h; Ambient temperature;

Reference yield: 72.0%

(2R,4R)-2-benzyl 1-tert-butyl 4-amino-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)pyrrolidine-1,2-dicarboxylate + (S)-2-((tert-butoxycarbonyl)amino)-2,3-dimethylbutanoic acid (53940-90-2) → 2-benzyl 1-tert-butyl (2R,4R)-4-[[(2S)-2-(tert-butoxycarbonylamino)-2,3-dimethyl-butanoyl]amino]-2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl]pyrrolidine-1,2-dicarboxylate

Guidance literature:

(S)-2-((tert-butoxycarbonyl)amino)-2,3-dimethylbutanoic acid; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h; Inert atmosphere;

(2R,4R)-2-benzyl 1-tert-butyl 4-amino-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)pyrrolidine-1,2-dicarboxylate; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

Reference yield:

(S)-2-((tert-butoxycarbonyl)amino)-2,3-dimethylbutanoic acid (53940-90-2) + benzyl alcohol (100-51-6,185532-71-2) → N-tert-butoxycarbonyl-L-α-methyl-valine benzyl ester

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; at 0 ℃;

DOI:10.1021/jm801632a

upstream raw materials:

di-tert-butyl dicarbonate

(S)-α-Methylvaline