(2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonyl(15N)amino]butanoic acid

Base Information

• Chemical Name: (2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonyl(15N)amino]butanoic acid
• CAS No.: 141509-91-3
• Molecular Formula: C10H19 N O4
• Molecular Weight: 218.27
• DSSTox Substance ID: DTXSID70583870
• Mol file: 141509-91-3.mol

Synonyms:141509-91-3;(2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonyl(15N)amino]butanoic acid;N-(tert-Butoxycarbonyl)-L-(~15~N)valine;DTXSID70583870;Boc-Val-OH-15N, 98 atom % 15N

Chemical Property of (2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonyl(15N)amino]butanoic acid

Chemical Property:

• Melting Point: 77-80 °C(lit.)
• PSA: 75.63000
• LogP: 2.01120
• Storage Temp.: -15°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 218.12844298
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

98% by CP; 98% atom 15N ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)O)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)[C@@H](C(=O)O)[15NH]C(=O)OC(C)(C)C

Technology Process of (2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonyl(15N)amino]butanoic acid

There total 1 articles about (2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonyl(15N)amino]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: 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

Reference yield: 77.0%

Gly-OBz (1738-68-7) + (15N)-Nα-t-Boc-L-valine (141509-91-3) → C19H28N(15)NO5 (141509-92-4)

Guidance literature:

With isobutyl chloroformate;

Reference yield: 3.0%

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + t-Boc-L-valine (13734-41-3) + N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + N-tert-butyloxycarbonylasparagine (7536-55-2) + BOC-L-aspartic acid 4-benzyl ester (7536-58-5,98482-77-0) + Boc-Gln-OH (13726-85-7) + Boc-Glu(OBzl)-OH (13574-13-5) + Boc-Arg(Z)2-OH (120267-95-0) + N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteine (18942-46-6,58290-35-0) + C24H29N2O6Pol + Boc-(S)-Lys(2-Cl-Z)-OH (54613-99-9) + Nα-tert-butoxycarbonyl-1-formyl-L-tryptophan (47355-10-2) + [15N]-N-(tert-butoxycarbonyl)-L-alanine (139952-87-7) + (15N)-Nα-t-Boc-L-valine (141509-91-3) + C14H19(15)NO4 → C123H198N32(15)N4O36S

Guidance literature:

N-tert-butyloxycarbonylasparagine; C₂₄H₂₉N₂O₆Pol; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 0.2h;

With trifluoroacetic acid; In N,N-dimethyl-formamide;

1-(tert-butoxycarbonyl)-L-proline; t-Boc-L-valine; N-tert-butoxycarbonyl-L-leucine; N-tert-butyloxycarbonylasparagine; BOC-L-aspartic acid 4-benzyl ester; Boc-Gln-OH; Boc-Glu(OBzl)-OH; Boc-Arg(Z)2-OH; N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteine; Boc-(S)-Lys(2-Cl-Z)-OH; Nα-tert-butoxycarbonyl-1-formyl-L-tryptophan; [15N]-N-(tert-butoxycarbonyl)-L-alanine; (15N)-N^α-t-Boc-L-valine; C₁₄H₁₉⁽¹⁵⁾NO₄; Further stages;

DOI:10.1021/jacs.7b03277

upstream raw materials:

(S)-⁽¹⁵⁾N-2-amino-3-methyl butanoic acid

di-tert-butyl dicarbonate

Downstream raw materials:

C₁₉H₂₈N⁽¹⁵⁾NO₅

⁽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、 Holl, Susan M.,Marshall, Garland R.,Beusen, Denise D.,Kociolek, Karol,Redlinski, Adam S.,Leplawy, Miroslaw T.,McKay, Robert A.,Vega, Shimon,Schaefer, Jacob. "Determination of an 8-? interatomic distance in a helical peptide by solid-state NMR spectroscopy". . p. 4830 - 4833. Retrieved 2007/10/02.