Methyl 2-amino-3,3-dimethylbutanoate

Base Information

• Chemical Name: Methyl 2-amino-3,3-dimethylbutanoate
• CAS No.: 3850-31-5
• Molecular Formula: C7H15NO2
• Molecular Weight: 145.202
• Hs Code.: 2922499990
• UNII: DU8F3YKM34
• DSSTox Substance ID: DTXSID70397035
• Mol file: 3850-31-5.mol

Synonyms:methyl 2-amino-3,3-dimethylbutanoate;3850-31-5;DU8F3YKM34;DL-tert-Leucine methyl ester;DL-Valine, 3-methyl-, methyl ester;Methyl (RS)-2-amino-3,3-dimethylbutanoate;L-(+)-Methyl-tert-leucinate hydrochloride;Methyl-DL-tert-leucinate;METHYL2-AMINO-3,3-DIMETHYLBUTANOATE;UNII-DU8F3YKM34;2-amino-3,3-dimethyl-butyric acid methyl ester;3-trimethylalanine methylester;SCHEMBL500459;METHYL DL-TERT-LEUCINATE;DTXSID70397035;WCYLIGGIKNKWQX-UHFFFAOYSA-N;METHYL5-HYDROXY-1-NAPHTHOATE;AKOS009157171;SB44864;AC-26419;PD196172;FT-0680378;EN300-79366;F73592

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

Chemical Property:

• Boiling Point: 163.1±13.0 °C(Predicted)
• PKA: 8.01±0.37(Predicted)
• PSA: 52.32000
• Density: 0.957±0.06 g/cm3(Predicted)
• LogP: 1.23310
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

95% ^*data from raw suppliers

3-METHYL-VALINE METHYL ESTER 95.00% ^*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

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

There total 6 articles about Methyl 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:

methanol (67-56-1) + 2-amino-3,3-dimethylbutanoic acid (33105-81-6) → methyl tert-leucinate (3850-31-5)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja029674v

Reference yield:

3,3-Dimethyl-2-[(Z)-trimethylsilanyl-imino]-butyric acid methyl ester (122889-17-2) → methyl tert-leucinate (3850-31-5)

Guidance literature:

With sodium cyanoborohydride; In methanol; for 0.25h; Ambient temperature;

DOI:10.1039/P19890000279

Reference yield:

methyl trimethylpyruvate (38941-46-7) → methyl tert-leucinate (3850-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / butyl-lithium, chlorotrimethylsilane / hexane; tetrahydrofuran / 1 h / 0 °C

2: 90 percent Chromat_. / NaBH₃CN / methanol / 0.25 h / Ambient temperature

With n-butyllithium; chloro-trimethyl-silane; sodium cyanoborohydride; In tetrahydrofuran; methanol; hexane;

DOI:10.1039/P19890000279

upstream raw materials:

methanol

2-amino-3,3-dimethylbutanoic acid

diazomethane

Trimethylpyruvic acid oxime

Downstream raw materials:

L-tert-Leucine

Refernces

• 1、 Speelman, Johanna C.,Talma, Auke G.,Kellogg, Richard M.,Meetsma, A.,Boer, J. L. de,et al.. "Molecular Structure of a Chiral 3,5-Bridged Pyridine and the Effect of Structure on Circular Dichroic Spectra". . p. 1055 - 1062. Retrieved 2007/10/02.
• 2、 Schoellkopf, Ulrich,Busse, Ulrich,Lonsky, Ralph,Hinrichs, Rolf. "Asymmetric Syntheses via Heterocyclic Intermediates, XXXI.- Asymmetric Synthesis of Various Non-Proteinogenic Amino Acid Methyl Esters (Functionalized in the Carbon Chain) and Amino Acids by the Bislactim Ether Method". . p. 2150 - 2163. Retrieved 2007/10/02.