Boc-D-phenylalanine

HCID 637610CAS 18942-49-9

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Grundinformationen

Standard-SMILES: CC(C)(C)OC(=O)N[C@H](Cc1ccccc1)C(=O)O
InChIKey: ZYJPUMXJBDHSIF-LLVKDONJSA-N
Summenformel: C14H19NO4
Durchschnittliche Molmasse: 265,3 g/mol
Monoisotopische Masse: 265,13140809

Überblick

N-Boc-D-phenylalanine is a D-phenylalanine derivative that is D-phenylalanine in which the amino group is replaced by a (tert-butoxycarbonyl)amino group. It is a tert-butyl ester and a D-phenylalanine derivative.

Namen und Bezeichner

Bevorzugter Name: Boc-D-phenylalanine
IUPAC: (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoic acid
Englischer Name: BOC-D-Phenylalanine
Summenformel: C14H19NO4
Molmasse: 265.3

Namen und Synonyme

Boc-D-phenylalanine18942-49-9DTXSID50348469n-tert-butoxycarbonyl-d-phenylalanineRefChem:569768DTXCID30299541606-177-6Boc-D-Phe-OHN-Boc-D-phenylalanineN-(tert-Butoxycarbonyl)-D-phenylalanineMFCD00063149(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoic acid

Weitere Namen anzeigen

BOC-D-PHE(R)-2-((tert-butoxycarbonyl)aMino)-3-phenylpropanoic acidBoc-D-Phe-OH ,≥99%BC-D-phenylalanineRARECHEM AL BE 0806BOC-D-PHENYLALANINE-OH

(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoic acidd-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-(TERT-BUTOXYCARBONYL)-D-PHENYLALANINEtert-butyloxycarbonyl-d-phenylalanineN-tert-butyloxycarbonyl-D-phenylalanine(R)-2-(TERT-BUTOXYCARBONYLAMINO)-3-PHENYLPROPANOIC ACIDN-alpha-tert-Butyloxycarbonyl-D-phenylalanineM03311

Datenbank-Bezeichner

CAS: 18942-49-9
PubChem CID: 637610
DTXSID: DTXSID50348469
ChEBI: CHEBI:231572
EC Number: 606-177-6
Nikkaji: J814.363C

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,2
Polarare Oberfläche (TPSA): 75,6 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 6
Schwere Atome: 19
Formalladung: 0
Komplexität: 316

Physikochemische Eigenschaften

Schmelzpunkt: 78 · 78-87 °C
Siedepunkt: 408.52 °C · 408.52°C (rough estimate)
Dichte: 1.1356 · 1.1356 (rough estimate)
Brechungsindex: -25 ° · -25 ° (C=1, EtOH)
storage temp.: 2 · 2-8°C
Löslichkeit: DMSO, Ethanol, Methanol
pka: 3.88 · 3.88±0.10(Predicted)
Aggregatzustand: Fine Crystalline Powder
Farbe: White
Wasserlöslichkeit: insoluble
BRN: 3593396 · 3593396
Major Application: peptide synthesis
InChI: 1S/C14H19NO4/c1-14(2,3)19-13(18)15-11(12(16)17)9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,15,18)(H,16,17)/t11-/m1/s1
InChIKey: ZYJPUMXJBDHSIF-LLVKDONJSA-N
SMILES: CC(C)(C)OC(=O)N[C@H](Cc1ccccc1)C(O)=O
CAS Datenbank: 18942 · 18942-49-9(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 60% (3 of 5) of all reports.

Warning

H319 (40%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 3 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesEye Irrit. 2 (40%)

Sicherheitsdaten

wgk: 3
hs_code: 29242990
hazard_code: Xi
safety_code: 24/25
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen · 1 Eintrag

BeschreibungBOC-D-Phenylalanine is the BOC (tert-butyloxycarbonyl) protected form of D-phenylalanine. It can be used in the synthesis of benzo[de][1,7] napthyridinones as PARP1 inhibitors. It is also an important reagent during the manufacturing of proline-containing, ß-turn mimetic cycle tetrapeptides.