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Boc-(R)-3-amino-4-(4-iodo-phenyl)-butyric acid is a chemical compound that features a Boc (tert-butoxycarbonyl) protecting group and an amino acid backbone with a 3-amino-4-(4-iodo-phenyl)-butyric acid side chain. Boc-(R)-3-amino-4-(4-iodo-phenyl)-butyric acid is characterized by its potential for further modification and cross-coupling reactions due to the presence of the 4-iodo-phenyl group, making it a versatile building block in organic synthesis and peptide chemistry for the creation of complex peptide structures. The Boc protecting group also allows for selective deprotection of the amine group, enabling controlled and precise manipulation of the molecule in subsequent synthetic steps.

269396-71-6

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269396-71-6 Usage

Uses

Used in Organic Synthesis:
Boc-(R)-3-amino-4-(4-iodo-phenyl)-butyric acid is used as a building block for the synthesis of complex organic molecules, particularly in the production of biologically active peptides and pharmaceuticals. Its 4-iodo-phenyl group provides opportunities for further modification and cross-coupling reactions, enhancing the compound's utility in the development of novel therapeutic agents.
Used in Peptide Chemistry:
In the field of peptide chemistry, Boc-(R)-3-amino-4-(4-iodo-phenyl)-butyric acid is utilized as a key component in the assembly of peptide structures. The presence of the Boc protecting group facilitates selective deprotection of the amine group, allowing for controlled and precise manipulation of the molecule during the synthesis process, which is crucial for the successful construction of targeted peptide sequences.
Used in Pharmaceutical Development:
Boc-(R)-3-amino-4-(4-iodo-phenyl)-butyric acid is employed as a valuable tool in the construction of biologically active peptides and pharmaceuticals. Its unique structural features and the ability to undergo further chemical modifications make it an essential component in the development of new drugs with potential therapeutic applications.
Used in Cross-Coupling Reactions:
In chemical research and development, Boc-(R)-3-amino-4-(4-iodo-phenyl)-butyric acid is used as a reactant in cross-coupling reactions, which are essential for the formation of new carbon-carbon or carbon-heteroatom bonds. This capability expands the compound's applications in the synthesis of a wide range of organic molecules with diverse functional groups and properties.

Check Digit Verification of cas no

The CAS Registry Mumber 269396-71-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,6,9,3,9 and 6 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 269396-71:
(8*2)+(7*6)+(6*9)+(5*3)+(4*9)+(3*6)+(2*7)+(1*1)=196
196 % 10 = 6
So 269396-71-6 is a valid CAS Registry Number.
InChI:InChI=1/C15H20INO4/c1-15(2,3)21-14(20)17-12(9-13(18)19)8-10-4-6-11(16)7-5-10/h4-7,12H,8-9H2,1-3H3,(H,17,20)(H,18,19)/t12-/m1/s1

269396-71-6 Well-known Company Product Price

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  • Alfa Aesar

  • (H52121)  (R)-3-(Boc-amino)-4-(4-iodophenyl)butyric acid, 95%   

  • 269396-71-6

  • 250mg

  • 1176.0CNY

  • Detail
  • Alfa Aesar

  • (H52121)  (R)-3-(Boc-amino)-4-(4-iodophenyl)butyric acid, 95%   

  • 269396-71-6

  • 1g

  • 3528.0CNY

  • Detail

269396-71-6SDS

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-(R)-3-amino-4-(4-iodophenyl)-butyric acid

1.2 Other means of identification

Product number -
Other names (R)-3-(Boc-amino)-4-(4-iodophenyl)butyric acid

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:269396-71-6 SDS

269396-71-6Downstream Products

269396-71-6Relevant academic research and scientific papers

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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