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Boc-(S)-3-Amino-4-(2-trifluoromethyl-phenyl)-butyric acid is a specialized chemical compound within the amino acid class, characterized by a butyric acid backbone with an amino group at the third position and an (S)-configuration. It features a 2-trifluoromethyl-phenyl moiety at the fourth carbon, and the Bocgroup serves as a protective agent for the amino function, which can be removed under mild acidic conditions. Boc-(S)-3-Amino-4-(2-trifluoromethyl-phenyl)-butyric acid is pivotal in the development of peptidomimetic drugs and peptides, as well as in the investigation of enzyme-substrate interactions and protein-ligand binding.

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  • 270065-74-2 Structure
  • Basic information

    1. Product Name: BOC-(S)-3-AMINO-4-(2-TRIFLUOROMETHYL-PHENYL)-BUTYRIC ACID
    2. Synonyms: (s)-boc-2-(trifluoromethyl)-β-homophe-oh;Boc-b-HoPhe(2-CF3)-OH;Boc-2-(trifluoromethyl)-L-β-homophenylalanine, (S)-3-(Boc-amino)-4-[2-(trifluoromethyl)phenyl]butyric acid;Boc-β-HoPhe(2-CF3)-OH;(betaS)-beta-[[(tert-Butoxy)carbonyl]amino]-2-(trifluoromethyl)benzenebutanoic acid;3-aMino-5-(tert-butoxy)-5-oxo-4-[2-(trifluoroMethyl)phenyl]pentanoic acid;(S)-Boc-2-trifluoromethyl-b-homophenylalanine;(S)-3-(Boc-amino)-4-(2-trifluoromethyl-phenyl)butanoicacid
    3. CAS NO:270065-74-2
    4. Molecular Formula: C16H20F3NO4
    5. Molecular Weight: 347.33
    6. EINECS: N/A
    7. Product Categories: 3-Amino-4-phenylbutanoic Acid Analogs;B-Amino
    8. Mol File: 270065-74-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 440.5 °C at 760 mmHg
    3. Flash Point: 220.2 °C
    4. Appearance: /
    5. Density: 1.246
    6. Vapor Pressure: 1.55E-08mmHg at 25°C
    7. Refractive Index: 1.486
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 4.39±0.10(Predicted)
    11. CAS DataBase Reference: BOC-(S)-3-AMINO-4-(2-TRIFLUOROMETHYL-PHENYL)-BUTYRIC ACID(CAS DataBase Reference)
    12. NIST Chemistry Reference: BOC-(S)-3-AMINO-4-(2-TRIFLUOROMETHYL-PHENYL)-BUTYRIC ACID(270065-74-2)
    13. EPA Substance Registry System: BOC-(S)-3-AMINO-4-(2-TRIFLUOROMETHYL-PHENYL)-BUTYRIC ACID(270065-74-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 22-24/25
    4. WGK Germany: 3
    5. RTECS:
    6. F: 10
    7. HazardClass: IRRITANT
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 270065-74-2(Hazardous Substances Data)

270065-74-2 Usage

Uses

Used in Pharmaceutical Industry:
Boc-(S)-3-Amino-4-(2-trifluoromethyl-phenyl)-butyric acid is utilized as a key intermediate in the synthesis of peptidomimetic drugs and peptides, contributing to the development of novel therapeutic agents that mimic the action of peptides but offer enhanced stability and bioavailability.
Used in Biochemical Research:
In the field of biochemical research, Boc-(S)-3-Amino-4-(2-trifluoromethyl-phenyl)-butyric acid serves as a valuable tool for studying enzyme-substrate interactions and protein-ligand binding. Its unique structure allows for the exploration of molecular recognition processes and the design of inhibitors or activators for specific biological targets.

Check Digit Verification of cas no

The CAS Registry Mumber 270065-74-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,7,0,0,6 and 5 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 270065-74:
(8*2)+(7*7)+(6*0)+(5*0)+(4*6)+(3*5)+(2*7)+(1*4)=122
122 % 10 = 2
So 270065-74-2 is a valid CAS Registry Number.
InChI:InChI=1/C16H20F3NO4/c1-15(2,3)24-14(23)20-11(9-13(21)22)8-10-6-4-5-7-12(10)16(17,18)19/h4-7,11H,8-9H2,1-3H3,(H,20,23)(H,21,22)/t11-/m0/s1

270065-74-2 Well-known Company Product Price

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  • Aldrich

  • (81998)  (S)-Boc-2-(trifluoromethyl)-β-Homophe-OH  ≥98.0% (HPLC)

  • 270065-74-2

  • 81998-500MG-F

  • 4,412.07CNY

  • Detail

270065-74-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Boc-(S)-3-amino-4-(2-trifluoromethylphenyl)-butyric acid

1.2 Other means of identification

Product number -
Other names Boc-(S)-3-Amino-4-(2-trifluoromethylphenyl)butyricacid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:270065-74-2 SDS

270065-74-2Upstream product

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270065-74-2Relevant articles and documents

Discovery of potent and selective β-homophenylalanine based dipeptidyl peptidase IV inhibitors

Xu, Jinyou,Ok, Hyun O.,Gonzalez, Edward J.,Colwell Jr., Lawrence F.,Habulihaz, Bahanu,He, Huaibing,Leiting, Barbara,Lyons, Kathryn A.,Marsilio, Frank,Patel, Reshma A.,Wu, Joseph K.,Thornberry, Nancy A.,Weber, Ann E.,Parmee, Emma R.

, p. 4759 - 4762 (2007/10/03)

Modification of in-house screening lead β-aminoacyl proline 8 gave an equipotent thiazolidide 9. Extensive SAR studies on the phenyl ring of 9 led to the discovery of a novel series of potent and selective DP-IV inhibitors. Introduction of a fluorine at the 2-position proved to be crucial for the potency of this series. The 2,5-difluoro (22q) and 2,4,5-trifluoro (22t) analogues were potent inhibitors of DP-IV (IC50 = 270, 119 nM, respectively).

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