L-Valine-15N

Base Information

• Chemical Name: L-Valine-15N
• CAS No.: 59935-29-4
• Molecular Formula: C₅H₁₁NO₂
• Molecular Weight: 118.141
• Hs Code.: 28459000
• DSSTox Substance ID: DTXSID80514731
• Wikidata: Q72515997
• Mol file: 59935-29-4.mol

Synonyms:L-Valine-15N;59935-29-4;H-[15N]VAL-OH;(2S)-2-(15N)Azanyl-3-methylbutanoic acid;l-valine15 n;L-(~15~N)Valine;HY-N0717S;DTXSID80514731;MFCD00084248;L-Valine-15N, 98 atom % 15N;MS-22751;CS-0368403

Chemical Property of L-Valine-15N

Chemical Property:

• Melting Point: 295-300 °C (subl.)(lit.)
• PSA: 63.32000
• LogP: 0.75460
• Storage Temp.: -15°C
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 118.076013488
• Heavy Atom Count: 8
• Complexity: 90.4

Purity/Quality:

99% ^*data from raw suppliers

L-Valine-15N 98 atom % ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)O)N
• Isomeric SMILES: CC(C)[C@@H](C(=O)O)[15NH2]

Technology Process of L-Valine-15N

There total 2 articles about L-Valine-15N 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: 90.0%

sodium 3-methyl-2-oxobutyrate (3715-29-5) → (S)-(15)N-2-amino-3-methyl butanoic acid (59935-29-4,71261-62-6,96817-46-8)

Guidance literature:

With ammonium-¹⁵N hydrochloride; NAD; recombinant glucose dehydrogenase from Bacillus subtilis; recombinant galactomutarotase from Escherichia coli; In sodium hydroxide; at 30 ℃; pH=8.0 - 8.2;

DOI:10.1002/jlcr.1496

Reference yield:

(2S,2S')-N-<2'-<15N>amino-3'-methylbutanoyl>bornane-10,2-sultam → (S)-(15)N-2-amino-3-methyl butanoic acid (59935-29-4,71261-62-6,96817-46-8)

Guidance literature:

With hydrogenchloride; lithium hydroxide; water; Yield given. Multistep reaction; 1.) THF, 0 deg C, 2 h, 2.) THF, O deg C;

DOI:10.1002/(SICI)1099-1344(199603)38:3<239::AID-JLCR831>3.0.CO;2-E

Reference yield: 98.0%

(S)-(15)N-2-amino-3-methyl butanoic acid (59935-29-4,71261-62-6,96817-46-8) + di-tert-butyl dicarbonate (24424-99-5) → (15N)-Nα-t-Boc-L-valine (141509-91-3)

Guidance literature:

With sodium hydroxide; at 0 ℃;

DOI:10.1039/c1ob06278f

upstream raw materials:

sodium 3-methyl-2-oxobutyrate

Downstream raw materials:

(15N)-N^α-t-Boc-L-valine

⁽¹⁵⁾N-(S)-tert-butyl (3-methyl-1-(3-methylureido)butan-2-yl)carbamate

⁽¹⁵⁾N-(S)-1-benzyl-3-(3-methyl-1-(3-methylureido)butan-2-yl)urea

Refernces

• 1、 Lodwig,Unkefer. "Stereoselective synthesis of stable isotope-labeled L-α-amino acids: Electrophilic amination of oppolzer's acyl sultams in the synthesis of L-[15N]alanine, L-[15N]valine, L-[15N]leucine, L-[15N]phenylalanine and". . p. 239 - 248. Retrieved 2007/10/03.