N-(tert-butoxycarbonyl)-N-methylleucine

HCID 333436

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Grundinformationen

CAS: 53363-89-6
Standard-SMILES: CC(C)CC(C(=O)O)N(C)C(=O)OC(C)(C)C
InChIKey: YXJFAOXATCRIKU-UHFFFAOYSA-N
Summenformel: C12H23NO4
Durchschnittliche Molmasse: 245,32 g/mol
Monoisotopische Masse: 245,16270821

Namen und Bezeichner

Bevorzugter Name: N-(tert-butoxycarbonyl)-N-methylleucine
IUPAC: 4-methyl-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]pentanoic acid
Englischer Name: Boc-N-methyl-L-leucine
Summenformel: C12H23NO4
Molmasse: 245.32

Namen und Synonyme

Boc-N-methyl-DL-Leucine13734-32-2Boc-DL-Ala(tBu)-OHN-(tert-butoxycarbonyl)-N-methylleucineBoc-Nalpha-methyl-D-leucineMFCD00480937(2S)-4-methyl-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]pentanoic acidNSC3343234-methyl-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]pentanoic acidBoc-Nalpha-methyl-L-leucineSCHEMBL670312-[tert-butoxycarbonyl(methyl)amino]-4-methyl-pentanoic acid

Weitere Namen anzeigen

BOC-N-ME-LEU-OHN-(tert-butoxycarbonyl)-N-methyl-L-leucineTyr(Me)BOC-MELEU-OHBOC-LEU(ME)-OHBOC-L-MELEU-OHBOC-ALA(TBU)-OHBoc-N-Me-Leu-0HBOC-N-ME-LEUCINEBoc-N-Me-L-Leu-OH

MFCD35057687MFCD35057689STK005801AKOS005375351NSC-334323LS-14150PD196690SY315216

Datenbank-Bezeichner

CAS: 53363-89-6
PubChem CID: 333436

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,4
Polarare Oberfläche (TPSA): 66,8 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 6
Schwere Atome: 17
Formalladung: 0
Komplexität: 281

Physikochemische Eigenschaften

Schmelzpunkt: 55 · 55-60 °C
Siedepunkt: 338.2 · 338.2±21.0 °C(Predicted)
Dichte: 1.053 · 1.053±0.06 g/cm3(Predicted)
storage temp.: 2 · Sealed in dry,2-8°C
pka: 4.04 · 4.04±0.21(Predicted)
Aggregatzustand: Solid
Farbe: White to off-white
BRN: 2373250 · 2373250
Major Application: peptide synthesis
InChI: InChI=1S/C12H23NO4/c1-8(2)7-9(10(14)15)13(6)11(16)17-12(3,4)5/h8-9H,7H2,1-6H3,(H,14,15)/t9-/m0/s1
InChIKey: YXJFAOXATCRIKU-VIFPVBQESA-N
SMILES: C(O)(=O)[C@H](CC(C)C)N(C(OC(C)(C)C)=O)C
CAS Datenbank: 53363 · 53363-89-6(CAS DataBase Reference)

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk: 3
hs_code: 2924 19 00
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen · 1 Eintrag

BeschreibungBoc-N-methyl-L-leucine is the BOC (tert-butyloxycarbonyl) protected N-methylated leucine. The N-methylated amino acid is quite useful in the peptide synthesis, giving a lot of improved properties to peptide. Studies have shown that peptide containing N-methylated amino acids obtain increased proteolytic stability, increased membrane permeability, and altered conformation. The effects of N-methylated amino acids are quite important in the development of therapeutic peptide compound as well as in the assay of biological activity of some modified peptides. BOC group can be easily removed by treatment with strong acids such as trifluoroacetic acid.