N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valin

FMOC-L-valine

HCID 688217CAS 68858-20-8

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Grundinformationen

Standard-SMILES: CC(C)[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O
InChIKey: UGNIYGNGCNXHTR-SFHVURJKSA-N
Summenformel: C20H21NO4
Durchschnittliche Molmasse: 339,4 g/mol
Monoisotopische Masse: 339,14705815

Namen und Bezeichner

Bevorzugter Name: FMOC-L-valine
IUPAC: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylbutanoic acid
Lokaler Name: N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valin
Englischer Name: FMOC-L-Valine
Summenformel: C20H21NO4
Molmasse: 339.39

Namen und Synonyme

Fmoc-L-valine68858-20-8RefChem:345606Fmoc-Val-OHFmoc-L-Val-OHN-Fmoc-L-valineFMOC-VALINEMFCD00037124N-(9-Fluorenylmethoxycarbonyl)-L-valine(S)-2-((((9H-FLUOREN-9-YL)METHOXY)CARBONYL)AMINO)-3-METHYLBUTANOIC ACID(((9H-fluoren-9-yl)methoxy)carbonyl)-L-valine(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylbutanoic acid

Weitere Namen anzeigen

FMOC-VALFMOC-L-VALN-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-L-VALINEValine-d8Fomc-val-OH

SCHEMBL120703M03378STR09734L-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-AC8023AKOS015924209EN300-81244(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-methylbutanoic acid

Datenbank-Bezeichner

CAS: 68858-20-8
PubChem CID: 688217
DTXSID: DTXSID901317560
ChEMBL: CHEMBL560019
UNII: S9C32XT8YE
EC Number: 272-515-0
Nikkaji: J256.553F

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 4
Polarare Oberfläche (TPSA): 75,6 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 6
Schwere Atome: 25
Formalladung: 0
Komplexität: 470

Experimentelle und physikochemische Eigenschaften

Physical DescriptionWhite solid; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt: 143 · 143-145 °C(lit.)
Siedepunkt: 475.36 °C · 475.36°C (rough estimate)
Dichte: 1.227 · 1.2270 (rough estimate)
Brechungsindex: -17.5 ° · -17.5 ° (C=1, DMF)
storage temp.: 2 · 2-8°C
Löslichkeit: Solubility in methanol gives very faint turbidity.
pka: 3.9 · 3.90±0.10(Predicted)
Aggregatzustand: Solid
Farbe: Off-White
BRN: 2177443 · 2177443
Major Application: peptide synthesis
InChI: InChI=1S/C20H21NO4/c1-12(2)18(19(22)23)21-20(24)25-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17-18H,11H2,1-2H3,(H,21,24)(H,22,23)/t18-/m0/s1
InChIKey: UGNIYGNGCNXHTR-SFHVURJKSA-N
SMILES: C(O)(=O)[C@H](C(C)C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
CAS Datenbank: 68858 · 68858-20-8(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 50% (5 of 10) of reports.

Warning

H302 (20%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (20%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H315 (30%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (30%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H332 (20%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (30%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 10 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 5 of 10 reports by companies.；There are 3 notifications provided by 5 of 10 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Hazards SummaryNot considered hazardous by GHS classification; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (30%)；Eye Irrit. 2A (30%)；STOT SE 3 (30%)

Sicherheitsdaten

wgk: 3
hs_code: 29242990
risk_code: 36/37/38
hazard_code: Xi
hazard_note: Irritant
safety_code: 36/37/39-26-22-27-24/25
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Verwendung und Herstellung

UsesUsed in peptide and chemical syntheses; [EMD Millipore MSDS]

Anwendungen · 1 Eintrag

VerwendenFmoc-Val-OH is potentially useful for proteomics studies and solid phase peptide synthesis techniques. Fmoc-valine (in addition to the other amino acids) is commonly used to synthesize 4-thiazolidinones (e.g. (E)-5-(4-Ethylbenzylidene)-2-thioxothiazolidin-4-one [E925745]) and 4-metathiazanones as well.