BOC-(R)-3-アミノ-4-(2,4,5-トリフルオロフェニル)ブタン酸

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

HCID 7146288

ノート反応

部分構造検索類似構造を探す

基本情報

CAS: 486460-00-8
標準SMILES: CC(C)(C)OC(=O)N[C@@H](CC(=O)O)Cc1cc(F)c(F)cc1F
InChIKey: TUAXCHGULMWHIO-SECBINFHSA-N
分子式: C15H18F3NO4
平均分子量: 333.3 g/mol
単同位体質量: 333.11879272

名称と識別子

優先名称: (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
現地名: BOC-(R)-3-アミノ-4-(2,4,5-トリフルオロフェニル)ブタン酸
英語名: Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid
分子式: C15H18F3NO4
分子量: 333.3

名称と別名

(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

名称をさらに表示

BOC-(R)-3-アミノ-4-(2,4,5-トリフルオロフェニル)ブタン酸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

データベース識別子

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

物性

構造計算による物性

XLogP: 2.7
極性表面積: 75.6 Å²
水素結合供与体数: 2
水素結合受容体数: 7
回転可能結合数: 7
重原子数: 23
形式電荷: 0
複雑度: 427

物理化学的性質

融点: 136 · 136-138℃
沸点: 443.1 · 443.1±45.0 °C(Predicted)
比重(密度): 1.292 · 1.292±0.06 g/cm3(Predicted)
貯蔵温度: 2 · 2-8°C
溶解性: クロロホルム（微量）、DMSO（微量）、酢酸エチル（微量）、メタノール（微量）
酸解離定数(Pka): 4.3 · 4.30±0.10(Predicted)
外見: 個体
色: ホワイトからオフホワイト
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|

安全と法規制

GHS分類

GHS Classification · 5 件

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.

危険有害性情報

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

Hazard Classes and CategoriesAcute Tox. 4 (12.5%)

安全データ

hazard_class: IRRITANT

化学と産業

応用分野 · 2 件

説明Boc-(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.

使用(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.