methyl (2S)-2-amino-3,3-dimethylbutanoate

Base Information

• Chemical Name: methyl (2S)-2-amino-3,3-dimethylbutanoate
• CAS No.: 63038-26-6
• Molecular Formula: C7H15NO2
• Molecular Weight: 145.202
• Hs Code.: 2922499990
• European Community (EC) Number: 805-856-6
• UNII: AYQ4AC12JA
• DSSTox Substance ID: DTXSID20461851
• Nikkaji Number: J1.109.163F
• Wikidata: Q82286286
• Mol file: 63038-26-6.mol

Synonyms:63038-26-6;methyl (2S)-2-amino-3,3-dimethylbutanoate;L-tert-leucine methyl ester;(S)-Methyl 2-amino-3,3-dimethylbutanoate;methyl (S)-2-amino-3,3-dimethylbutanoate;H-Tle-OMe;methyl l-tert-leucinate;L-Valine, 3-methyl-, methyl ester;AYQ4AC12JA;methyl 3-methyl-L-valinate;CMPO;MFCD00137409;t-leucine methyl ester;(S)-Methyl2-amino-3,3-dimethylbutanoate;L-t-leucine methyl ester;UNII-AYQ4AC12JA;tert-butylglycine methyl ester;SCHEMBL500460;HY-I0172B;DTXSID20461851;WCYLIGGIKNKWQX-RXMQYKEDSA-N;BCP20355;AKOS005070431;AKOS015854066;PD196171;Methyl (S)-2-Amino-3,3-dimethylbutyrate;Methyl(2S)-2-amino-3,3-dimethylbutanoate;CS-0008693;L0255;EN300-83003;4N-004;C16120;A868263;(S)-2-Amino-3,3-dimethylbutyric Acid Methyl Ester;J-502495

Chemical Property of methyl (2S)-2-amino-3,3-dimethylbutanoate

Chemical Property:

• Refractive Index: 1.4300 to 1.4340
• Boiling Point: 69°C/16mmHg(lit.)
• PKA: 8.01±0.37(Predicted)
• PSA: 52.32000
• Density: 0.957±0.06 g/cm3(Predicted)
• LogP: 1.23310
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• 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:

98%,99%, ^*data from raw suppliers

Methyl(2S)-2-Amino-3,3-dimethylbutanoate ^*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
• Isomeric SMILES: CC(C)(C)[C@@H](C(=O)OC)N

Technology Process of methyl (2S)-2-amino-3,3-dimethylbutanoate

There total 26 articles about methyl (2S)-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: 84.0%

(1S,3R,6S)-6-tert-Butyl-1-ethyl-3,6-dihydro-5,8-dimethoxy-4,7-diazaspiro<2.5>octane (138387-15-2) → (S)-2-amino-3,3-dimethyl-butyric acid methyl ester (63038-26-6) + Methyl (1R,2S)-(+)-1-Amino-2-ethyl-1-cyclopropanecarboxylate (138457-96-2)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; for 4h; Ambient temperature;

Reference yield: 52.0%

methanol (67-56-1) + L-tert-Leucine (20859-02-3) → (S)-2-amino-3,3-dimethyl-butyric acid methyl ester (63038-26-6)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1021/jo00266a012

Reference yield:

(S)-2-tert-Butyl-3,6-dimethoxy-5-methyl-2,5-dihydro-pyrazine (87900-23-0) → L-Alanine methyl ester (10065-72-2) + D-alanine methyl ester (7625-53-8,10065-72-2,21705-13-5) + (S)-2-amino-3,3-dimethyl-butyric acid methyl ester (63038-26-6)

Guidance literature:

With hydrogenchloride; Ambient temperature;

DOI:10.1016/S0040-4020(01)91926-X

upstream raw materials:

diazomethane

L-tert-Leucine

Trimethylpyruvic acid oxime

methanol

Downstream raw materials:

N-phthaloyl-(S)-tert-leucine methyl ester

N-{3-[(S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-1-methyl-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-7-yl}-methanesulfonamide

(S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-1,5-dihydro-pyrrol-2-one

(S)-3-(7-amino-1-methyl-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-1,5-dihydro-pyrrol-2-one

Refernces

• 1、 -. "SUBSTITUTED PROLINE INHIBITORS OF HEPATITIS C VIRUS REPLICATION". Page/Page column 255-256. . Retrieved 2012/04/10.
• 2、 Groth, Ulrich,Halfbrodt, Wolfgang,Schoellkopf, Ulrich. "Asymmetric Synthesis via Heterocyclic Intermediates, XLVII. Asymmetric Synthesis of (+)-(1R,2S)-allo-Coronamic Acid". . p. 351 - 356. Retrieved 2007/10/02.