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FMOC-(S)-3-AMINO-5-HEXYNOIC ACID is a chemical compound featuring a fluorenylmethyloxycarbonyl (FMOC) protecting group and a chiral center. It is a derivative of 3-amino-5-hexynoic acid, which is widely utilized in peptide synthesis and drug development. The FMOC group serves to protect the amine group of amino acids, facilitating selective deprotection and controlled peptide synthesis. The presence of a chiral center in the form of (S)-3-amino-5-hexynoic acid enables the production of enantiopure molecules, crucial for pharmaceutical development. FMOC-(S)-3-AMINO-5-HEXYNOIC ACID holds potential for use in the synthesis of peptide-based drugs and in investigating the structure-activity relationships of bioactive peptides.

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  • 270596-48-0 Structure
  • Basic information

    1. Product Name: FMOC-(S)-3-AMINO-5-HEXYNOIC ACID
    2. Synonyms: N-(9-FLUORENYLMETHOXYCARBONYL)-(S)-3-AMINO-5-HEXYNOIC ACID;RARECHEM AK PT F003;FMOC-(PROPARGYL)GLY-(C*CH2)OH;FMOC-(S)-3-AMINO-5-HEXYNOIC ACID;FMOC-BETA-HOPRA-OH;FMOC-L-BETA-HOMOPROPARGYLGLYCINE;Fmoc-b-HoPra-OH;Fmoc-β-HoGly(Propargyl)-OH
    3. CAS NO:270596-48-0
    4. Molecular Formula: C21H19NO4
    5. Molecular Weight: 349.38
    6. EINECS: N/A
    7. Product Categories: 3-Amino-4-phenylbutanoic Acid Analogs;B-Amino
    8. Mol File: 270596-48-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 591.5°C at 760 mmHg
    3. Flash Point: 311.5°C
    4. Appearance: /
    5. Density: 1.265g/cm3
    6. Vapor Pressure: 7.74E-15mmHg at 25°C
    7. Refractive Index: 1.609
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: FMOC-(S)-3-AMINO-5-HEXYNOIC ACID(CAS DataBase Reference)
    11. NIST Chemistry Reference: FMOC-(S)-3-AMINO-5-HEXYNOIC ACID(270596-48-0)
    12. EPA Substance Registry System: FMOC-(S)-3-AMINO-5-HEXYNOIC ACID(270596-48-0)
  • Safety Data

    1. Hazard Codes: T
    2. Statements: 25
    3. Safety Statements: 45
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 270596-48-0(Hazardous Substances Data)

270596-48-0 Usage

Uses

Used in Pharmaceutical Development:
FMOC-(S)-3-AMINO-5-HEXYNOIC ACID is used as a building block for the synthesis of peptide-based drugs due to its ability to create enantiopure molecules, which is essential for the development of chiral drugs with specific biological activities.
Used in Peptide Synthesis:
In the field of organic chemistry, FMOC-(S)-3-AMINO-5-HEXYNOIC ACID is used as a protected amino acid for controlled peptide synthesis. The FMOC protecting group allows for selective deprotection, enabling the stepwise assembly of complex peptide sequences.
Used in Drug Development Research:
FMOC-(S)-3-AMINO-5-HEXYNOIC ACID is utilized as a research tool for studying the structure-activity relationships of bioactive peptides. This helps in understanding how the molecular structure of peptides influences their biological activity, which is vital for the design of new therapeutic agents.
Used in the Synthesis of Chiral Molecules:
In the chemical industry, FMOC-(S)-3-AMINO-5-HEXYNOIC ACID is used as a precursor for the synthesis of chiral molecules. The chiral center allows for the creation of enantiomers, which can have different biological activities and are important in the development of enantiomerically pure drugs.

Check Digit Verification of cas no

The CAS Registry Mumber 270596-48-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,7,0,5,9 and 6 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 270596-48:
(8*2)+(7*7)+(6*0)+(5*5)+(4*9)+(3*6)+(2*4)+(1*8)=160
160 % 10 = 0
So 270596-48-0 is a valid CAS Registry Number.
InChI:InChI=1/C21H19NO4/c1-2-7-14(12-20(23)24)22-21(25)26-13-19-17-10-5-3-8-15(17)16-9-4-6-11-18(16)19/h1,3-6,8-11,14,19H,7,12-13H2,(H,22,25)(H,23,24)/t14-/m0/s1

270596-48-0SDS

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 Fmoc-(S)-3-amino-5-hexynoic acid

1.2 Other means of identification

Product number -
Other names FMOC-(S)-3-AMINO-5-HEXYNOIC 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:270596-48-0 SDS

270596-48-0Downstream Products

270596-48-0Relevant articles and documents

Azide- and alkyne-functionalised α- And β3-amino acids

Sminia, Tjerk Jacco,Pedersen, Daniel Sejer

, p. 2643 - 2646,4 (2012/12/13)

The synthesis and full characterisation of bifunctional β3-amino acids that have side chains functionalised with terminal azides (S)-4 and (R)-4 or acetylenes 5 and 6 is reported for the first time. The building blocks incorporate a turn-inducing β3-segment and a side chain that can be functionalised further, for example, through copper-catalysed Huisgen cycloaddition. Moreover, the corresponding α-amino acids 1 and 3 have been synthesised and characterised. All amino acid building blocks were of high optical purity as demonstrated by derivatisation and subsequent NMR analysis.

Azide- and alkyne-functionalised α- And β3-amino acids

Sminia, Tjerk Jacco,Pedersen, Daniel Sejer

, p. 2643 - 2646 (2013/01/15)

The synthesis and full characterisation of bifunctional β3-amino acids that have side chains functionalised with terminal azides (S)-4 and (R)-4 or acetylenes 5 and 6 is reported for the first time. The building blocks incorporate a turn-inducing β3-segment and a side chain that can be functionalised further, for example, through copper-catalysed Huisgen cycloaddition. Moreover, the corresponding α-amino acids 1 and 3 have been synthesised and characterised. All amino acid building blocks were of high optical purity as demonstrated by derivatisation and subsequent NMR analysis. Georg Thieme Verlag KG Stuttgart · New York.

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