Basic information
- CAS
486460-00-8- Standard SMILES
CC(C)(C)OC(=O)N[C@@H](CC(=O)O)Cc1cc(F)c(F)cc1F- InChIKey
TUAXCHGULMWHIO-SECBINFHSA-N- Molecular formula
- C15H18F3NO4
- Average molar mass
- 333.3 g/mol
- Monoisotopic mass
- 333.11879272
Names & identifiers
- Preferred 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
- English name
- Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid
- Molecular formula
- C15H18F3NO4
- Molecular weight
- 333.3
Names & synonyms
(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
Show more names
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
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 75.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 7
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 427
Physicochemical properties
- Melting point
- 136 · 136-138℃
- Boiling point
- 443.1 · 443.1±45.0 °C(Predicted)
- Density
- 1.292 · 1.292±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- pka
- 4.3 · 4.30±0.10(Predicted)
- form
- Solid
- color
- White to Off-White
- optical activity
- 25.305 ° · 25.305°(C=0.01g/ mI, CHCL3 , 20°C, 589nm)
- 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|
- FDA UNII
- 2 S9NWB23QS · 2S9NWB23QS
- Symbol(GHS)
- 7 · GHS07
- Signal word
Safety & regulation
GHS classification
GHS Classification
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.
Hazard information
Regulatory InformationStatus: Active Update: 31-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/29533
Hazard Classes and CategoriesAcute Tox. 4 (12.5%)
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_class
- IRRITANT
- Hazard statements
- H319
- REACH Registrations
- Active
- Precautionary statements
- P305+P351+P338
Chemistry & industry
Applications
DescriptionBoc-(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.
Uses(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.
Upstream & downstream products
Downstream products
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]
北京华威锐科化工有限公司0757-86329057 18934348241 · [email protected]
江苏弘和药物研发有限公司5108538618 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）
Related reactions
49 records
Compound notes
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