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(2R,4R)-4-Alloc-amino-1-Fmoc-Pyrrolidine-2-carboxylic acid is a chiral chemical compound derived from pyrrolidine-2-carboxylic acid, featuring an additional amino group and a 9-fluorenylmethyloxycarbonyl (Fmoc) protecting group. Its complex molecular structure includes two stereocenters at the 2 and 4 positions, both in the R configuration, and an allyloxycarbonyl (Alloc) group that serves as a protecting group for the amino function. (2R,4R)-4-Alloc-amino-1-Fmoc-Pyrrolidine-2-carboxylic acid is notable for its potential applications in pharmaceutical research and organic synthesis, attributed to its unique structural features and functional groups.

273222-05-2

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273222-05-2 Usage

Uses

Used in Pharmaceutical Research:
(2R,4R)-4-Alloc-amino-1-Fmoc-Pyrrolidine-2-carboxylic acid is used as a building block for the synthesis of complex organic molecules and pharmaceutical compounds. Its chiral nature and the presence of the Fmoc protecting group make it a versatile component in the development of enantioselective drugs, where the stereochemistry of the compound is critical for biological activity and selectivity.
Used in Organic Synthesis:
In the field of organic synthesis, (2R,4R)-4-Alloc-amino-1-Fmoc-Pyrrolidine-2-carboxylic acid is utilized as an intermediate for the preparation of various organic compounds. The Alloc group allows for selective reactions to occur at other sites on the molecule, while the Fmoc group can be removed under mild conditions to reveal the free amino group, facilitating further reactions and modifications.
Used in Peptide Synthesis:
(2R,4R)-4-Alloc-amino-1-Fmoc-Pyrrolidine-2-carboxylic acid is used as a protected amino acid in solid-phase peptide synthesis. The Fmoc group provides a means for stepwise elongation of peptide chains, with the Alloc group protecting the amino group from unwanted side reactions until the desired sequence is achieved.
Used in Medicinal Chemistry:
In medicinal chemistry, (2R,4R)-4-Alloc-amino-1-Fmoc-Pyrrolidine-2-carboxylic acid is employed as a structural component in the design of novel bioactive molecules. Its unique stereochemistry and functional groups can be leveraged to create compounds with specific binding affinities and selectivity for biological targets, potentially leading to the discovery of new therapeutic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 273222-05-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,7,3,2,2 and 2 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 273222-05:
(8*2)+(7*7)+(6*3)+(5*2)+(4*2)+(3*2)+(2*0)+(1*5)=112
112 % 10 = 2
So 273222-05-2 is a valid CAS Registry Number.

273222-05-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (2S,4R)-alloc-4-amino-1-Fmoc-pyrrolidine-2-carboxylic acid

1.2 Other means of identification

Product number -
Other names (2R,4R)-1-(9H-fluoren-9-ylmethoxycarbonyl)-4-(prop-2-enoxycarbonylamino)pyrrolidine-2-carboxylic 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:273222-05-2 SDS

273222-05-2Downstream Products

273222-05-2Relevant academic research and scientific papers

Structure - Activity relationship studies of targeting ligands against breast cancer cells

Yao, Nianhuan,Xiao, Wenwu,Meza, Leah,Tseng, Harry,Chuck, Mathida,Lam, Kit S.

supporting information; experimental part, p. 6744 - 6751 (2010/04/04)

A series of LXY3 (1) analogues were designed and synthesized. Their binding affinity was demonstrated using MDA-MB-231 breast cancer cells adherence inhibition assay. Further structure-activity relationship was obtained. Analogue 29 was discovered to have 3.5-fold increase of the binding affinity. Fluorescent microscopy and in vivo and ex vivo imaging studies demonstrated that 29 is an efficient in vivo targeting agent against α3 integrin of MDA-MB-231 breast tumor xenograft implant. 2009 American Chemical Society.

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