219967-74-5

Basic information

• Product Name: FMOC-(S)-3-AMINO-5-PHENYLPENTANOIC ACID
• Synonyms: Fmoc-b-Nva(5-phenyl)-OH;(S)-N-(9-Fluorenylmethyloxycarbonyl)-3-amino-5-phenylpentanoic acid;RARECHEM AK PT F053;(S)-3-(9H-FLUOREN-9-YLMETHOXYCARBONYLAMINO)-5-PHENYL-PENTANOIC ACID;(S)-3-(FMOC-AMINO)-5-PHENYL-PENTANOIC ACID;N-(9-FLUORENYLMETHOXYCARBONYL)-(S)-3-AMINO-5-PHENYLPENTANOIC ACID;FMOC-5-PHENYL-L-BETA-NORVALINE;FMOC-BETA-NVA(5-PHENYL)-OH
• CAS NO: 219967-74-5
• Molecular Formula: C₂₆H₂₅NO₄
• Molecular Weight: 415.48
• Product Categories: 3-Amino-4-phenylbutanoic Acid Analogs;B-Amino
• Mol File: 219967-74-5.mol

Chemical Properties

• Melting Point: 176-177 °C
• Boiling Point: 657.5 °C at 760 mmHg
• Flash Point: 351.5 °C
• Appearance: /
• Density: 1.234 g/cm³
• Vapor Pressure: 3.47E-18mmHg at 25°C
• Refractive Index: 1.616
• Storage Temp.: 2-8°C
• PKA: 4.36±0.10(Predicted)
• CAS DataBase Reference: FMOC-(S)-3-AMINO-5-PHENYLPENTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-(S)-3-AMINO-5-PHENYLPENTANOIC ACID(219967-74-5)
• EPA Substance Registry System: FMOC-(S)-3-AMINO-5-PHENYLPENTANOIC ACID(219967-74-5)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 10
• HazardClass: IRRITANT
• Hazardous Substances Data: 219967-74-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Fmoc-(S)-3-amino-5-phenylpentanoic acid is used as an intermediate in the synthesis of chemical modulators of heat shock protein 70 (Hsp70) for the development of potential therapeutic agents. Hsp70 is a molecular chaperone that plays a critical role in protein folding, assembly, and stabilization, and its modulation can have significant implications in the treatment of various diseases, including neurodegenerative disorders and cancer.
Used in Organic Synthesis:
Fmoc-(S)-3-amino-5-phenylpentanoic acid is utilized in the preparation of guanidinoglycosides through the inventive use of Mitsunobu conditions and diazabicycloundecene. These guanidinoglycosides are valuable building blocks in organic synthesis, particularly for the construction of complex carbohydrate structures and bioactive molecules. The unique structural features of Fmoc-(S)-3-amino-5-phenylpentanoic acid, such as the Fmoc protecting group and the phenyl ring, enable selective reactions and facilitate the synthesis of diverse chemical entities with potential applications in medicinal chemistry and materials science.

InChI:InChI=1/C26H25NO4/c28-25(29)16-19(15-14-18-8-2-1-3-9-18)27-26(30)31-17-24-22-12-6-4-10-20(22)21-11-5-7-13-23(21)24/h1-13,19,24H,14-17H2,(H,27,30)(H,28,29)/t19-/m0/s1

Upstream product

• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 162818-40-8 (S)-3-(<(tert-butoxy)carbonyl>amino)-1-diazo-5-phenylpentan-2-one 
• 82732-07-8 Boc-L-homophenylalanine 
• 218608-84-5 (S)-3-<<(tert-butoxy)carbonyl>amino>-5-phenylpentanoic acid 

Downstream Products

• 535952-65-9 (S)-N-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-N'-[2-(9-fluorenylmethoxycarbonyl)amino-4-phenylbutylcarbonyl]methylisothiourea 
• 1010820-79-7 3-((3S)-3-(4-(4-(4-bromophenyl)-5-(ethoxycarbonyl)-6-methyl-2-oxo-3,4-dihydropyrimidin-1(2H)-yl)butanamido)-5-phenylpentanamido)propanoic acid 

Relevant articles and documents

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