N-[(1,1-Dimethylethoxy)carbonyl]-L-alanin

Tert-butoxycarbonylalanine

HCID 85082CAS 15761-38-3

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Grundinformationen

Standard-SMILES: C[C@H](NC(=O)OC(C)(C)C)C(=O)O
InChIKey: QVHJQCGUWFKTSE-YFKPBYRVSA-N
Summenformel: C8H15NO4
Durchschnittliche Molmasse: 189,21 g/mol
Monoisotopische Masse: 189,10010796

Überblick

N-Boc-L-alanine is an alanine derivative.

Namen und Bezeichner

Bevorzugter Name: Tert-butoxycarbonylalanine
IUPAC: (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
Lokaler Name: N-[(1,1-Dimethylethoxy)carbonyl]-L-alanin
Englischer Name: N-(tert-Butoxycarbonyl)-L-alanine
Summenformel: C8H15NO4
Molmasse: 189.21

Namen und Synonyme

BOC-ALAtert-butoxycarbonylalaninet-BA amino acidRefChem:408453tert-butoxycarbonyl-alanine15761-38-3Boc-Ala-OHBoc-l-alanineN-(tert-Butoxycarbonyl)-L-alanineBoc-L-Ala-OHN-Boc-L-alanine(tert-Butoxycarbonyl)-l-alanine

Weitere Namen anzeigen

L-Boc-alanineBOC-L-ALAN-(T-BUTOXYCARBONYL)-L-ALANINEN-ALPHA-T-BOC-L-ALANINE

MFCD00037225alanine, N-[(1,1-dimethylethoxy)carbonyl]-(tert-Butoxycarbonyl)alanineN-t-Boc-L-alanine(S)-2-((tert-Butoxycarbonyl)amino)propanoic acidBOC-ALANINE(2S)-2-{[(tert-butoxy)carbonyl]amino}propanoic acidN-tert-Boc-L-alanine

Datenbank-Bezeichner

CAS: 15761-38-3
PubChem CID: 85082
DTXSID: DTXSID40884846
ChEMBL: CHEMBL5440826
ChEBI: CHEBI:231584
UNII: VBSZA1BT4G
EC Number: 239-847-8
Nikkaji: J208.111C

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,9
Polarare Oberfläche (TPSA): 75,6 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 4
Schwere Atome: 13
Formalladung: 0
Komplexität: 207

Physikochemische Eigenschaften

Schmelzpunkt: 79 · 79-83 °C(lit.)
Siedepunkt: 324.46 °C · 324.46°C (rough estimate)
Dichte: 1.2321 · 1.2321 (rough estimate)
Brechungsindex: -25.5 ° · -25.5 ° (C=2, AcOH)
storage temp.: 2 · Sealed in dry,2-8°C
Löslichkeit: DMSO, Methanol
Aggregatzustand: Granular Powder
pka: 4.02 · 4.02±0.10(Predicted)
Farbe: White
BRN: 1726365 · 1726365
Major Application: peptide synthesis
InChI: InChI=1S/C8H15NO4/c1-5(6(10)11)9-7(12)13-8(2,3)4/h5H,1-4H3,(H,9,12)(H,10,11)/t5-/m0/s1
InChIKey: QVHJQCGUWFKTSE-YFKPBYRVSA-N
SMILES: C(O)(=O)[C@H](C)NC(OC(C)(C)C)=O
CAS Datenbank: 15761 · 15761-38-3(CAS DataBase Reference)
EPA chemische Informationen: L-Alanine, N-[(1,1-dimethylethoxy)carbonyl]- (15761-38-3)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 66.7% (6 of 9) of all reports.

Warning

H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 9 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 09-07-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/31311

Hazard Classes and CategoriesSkin Irrit. 2 (33.3%)

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 2924 19 00
risk_code: 20/21/22-36/37/38
hazard_code: Xi,Xn
safety_code: 24/25-36-26
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationL-Alanine, N-[(1,1-dimethylethoxy)carbonyl]-: ACTIVE

Anwendungen · 1 Eintrag

VerwendenBoc-Ala-OH can be used: In the preparation of N-propargylalanine, a key precursor to generate N-(3-aryl)propylated alanine residues.In the resolution of racemic mixture of 3,3′-bis(benzyloxy)-1,1′-binaphthalene-2,2′-diol.In the one-pot synthesis of hybrid tripeptidomimetics containing both amide and imide functionalities.