(R)-3-(tert-butoxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoic acid

HCID 7146288CAS 486460-00-8

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Grundinformationen

Standard-SMILES: CC(C)(C)OC(=O)N[C@@H](CC(=O)O)Cc1cc(F)c(F)cc1F
InChIKey: TUAXCHGULMWHIO-SECBINFHSA-N
Summenformel: C15H18F3NO4
Durchschnittliche Molmasse: 333,3 g/mol
Monoisotopische Masse: 333,11879272

Namen und Bezeichner

Bevorzugter Name: (R)-3-(tert-butoxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoic acid
IUPAC: (3R)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-(2,4,5-trifluorophenyl)butanoic acid
Englischer Name: Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid
Summenformel: C15H18F3NO4
Molmasse: 333.3

Namen und Synonyme

(R)-3-(TERT-BUTOXYCARBONYLAMINO)-4-(2,4,5-TRIFLUOROPHENYL)BUTANOIC ACIDRefChem:407269691-120-8486460-00-8Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid(R)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoic acid(3R)-N-(tert-Butoxycarbonyl)-3-amino-4-(2,4,5-trifluorophenyl)butanoic AcidMFCD06659147(3R)-3-[(1,1-DIMETHYLETHOXYCARBONYL)AMINO]-4-(2,4,5-TRIFLUOROPHENYL)BUTANOIC ACID(3R)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-(2,4,5-trifluorophenyl)butanoic AcidSitagliptin Impurity 582S9NWB23QS

Weitere Namen anzeigen

BOC-(R)-3-AMINO-4-(2,4,5-TRIFLUORO-PHENYL)-BUTYRIC ACID(R)-3-(Tert-Butoxycarbonyl)-4-(2,4,5-Trifluorophenyl)Butanoic Acid3(R)-tert-ButoxycarbonylaMino-4-(2,4,5-trifluoro-phenyl)-butyric acid(3R)-N-Boc-3-aminBOC- Butanoic AcidParecoxib SodiuM API

(3R)-3-(tert-butoxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoic acid(R)-N-Boc-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid(3R)-3-{[(tert-butoxy)carbonyl]amino}-4-(2,4,5-trifluorophenyl)butanoic acid(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acidN-Boc-(R)-3-amino-4-(2,4,5-trifluorophenyl)butanoic acid(R)-3-(BOC-AMINO)-4-(2,4,5-TRIFLUOROPHENYL)BUTYRIC ACIDSitagliptin Impurity 28(R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid

Datenbank-Bezeichner

CAS: 486460-00-8
PubChem CID: 7146288
DTXSID: DTXSID70428050
UNII: 2S9NWB23QS
EC Number: 691-120-8
Nikkaji: J3.263.662D

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,7
Polarare Oberfläche (TPSA): 75,6 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 7
Frei drehbare Bindungen: 7
Schwere Atome: 23
Formalladung: 0
Komplexität: 427

Physikochemische Eigenschaften

Schmelzpunkt: 136 · 136-138℃
Siedepunkt: 443.1 · 443.1±45.0 °C(Predicted)
Dichte: 1.292 · 1.292±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
Löslichkeit: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka: 4.3 · 4.30±0.10(Predicted)
Aggregatzustand: Solid
Farbe: White to Off-White
InChI: InChI=1/C15H18F3NO4/c1-15(2,3)23-14(22)19-9(6-13(20)21)4-8-5-11(17)12(18)7-10(8)16/h5,7,9H,4,6H2,1-3H3,(H,19,22)(H,20,21)/t9-/s3
InChIKey: TUAXCHGULMWHIO-DJEYLCQNNA-N
SMILES: C(C1C=C(F)C(F)=CC=1F)[C@H](CC(=O)O)NC(=O)OC(C)(C)C |&1:10,r|

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 75% (6 of 8) of all reports.

Warning

H302 (12.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 8 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 31-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/29533

Hazard Classes and CategoriesAcute Tox. 4 (12.5%)

Sicherheitsdaten

hazard_class: IRRITANT

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungBoc-(R) -3-amino-4 -(2,4, 5-trifluorophenyl) butyric acid is an important intermediate for the preparation of sitagliptin. Sitagliptinphosphate is the first dipeptidase -IV(dpp-4) inhibitor approved by FDA in 2006. It is used for the treatment of type II diabetes mellitus. It has obvious hypoglycemic effect when used alone or in combination with metformin and pioglitazone, and it is safe to take, well tolerated, with few adverse reactions.

Verwenden(R)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoic Acid has been used as a reactant for the preparation of dipeptidyl peptidase-4 (DPP4) inhibitors for the treatment of type 2 diabetes, such as sitagliptin.