188970-92-5

Basic information

• Product Name: FMOC-DAP(ALOC)-OH
• Synonyms: FMOC-ALPHA,BETA-DIAMINOPROPIONIC ACID(ALOC)-OH;FMOC-DAP(ALLOC)-OH;FMOC-DAP(ALOC)-OH;FMOC-DPR(ALOC)-OH;FMOC-L-DAPA(ALLOC)-OH;FMOC-L-DAP(ALLOC)-OH;FMOC-(N-BETA-ALLYLOXYCARBONYL)-L-ALPHA,BETA-DIAMINOPROPIONIC ACID;N-α-Fmoc-N-β-allyloxycarbonyl-L-2,3-diaminopropionic acid
• CAS NO: 188970-92-5
• Molecular Formula: C₂₂H₂₂N₂O₆
• Molecular Weight: 410.42
• Product Categories: Amino Acids;Unusual Amino Acids
• Mol File: 188970-92-5.mol

Chemical Properties

• Melting Point: 165 °C
• Boiling Point: 658.597 °C at 760 mmHg
• Flash Point: 352.107 °C
• Appearance: /Solid
• Density: 1.298 g/cm³
• Vapor Pressure: 3.04E-18mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: 2-8°C
• PKA: 3.56±0.10(Predicted)
• CAS DataBase Reference: FMOC-DAP(ALOC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-DAP(ALOC)-OH(188970-92-5)
• EPA Substance Registry System: FMOC-DAP(ALOC)-OH(188970-92-5)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 10
• HazardClass: IRRITANT
• Hazardous Substances Data: 188970-92-5(Hazardous Substances Data)

Usage

Uses

Used in Agrochemical Industry:
FMOC-DAP(ALOC)-OH is used as a key intermediate for the synthesis of various agrochemicals, specifically for the development of novel pesticides and herbicides. Its application in this industry is driven by the need to create more effective and environmentally friendly solutions for crop protection and management.
Used in Pharmaceutical Industry:
FMOC-DAP(ALOC)-OH serves as a crucial building block in the development of new pharmaceutical compounds. It is utilized in the synthesis of innovative drugs and therapies, targeting a wide range of medical conditions. The compound's application in the pharmaceutical industry is attributed to its potential role in enhancing the efficacy and safety of medications.
Used in Dyestuff Industry:
FMOC-DAP(ALOC)-OH is employed as an essential intermediate in the production of various dyes and pigments. Its use in this industry is due to its ability to contribute to the development of new colorants with improved properties, such as enhanced color strength, stability, and environmental sustainability.

InChI:InChI=1/C22H22N2O6/c1-2-11-29-21(27)23-12-19(20(25)26)24-22(28)30-13-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h2-10,18-19H,1,11-13H2,(H,23,27)(H,24,28)(H,25,26)/t19-/m0/s1

Upstream product

• 918428-72-5 (S)-(3-fluoren-9-ylmethoxycarbonyl)-4-[(allyloxycarbonylamino)methyl]-5-oxazolidinone 
• 918428-65-6 9H-9-fluorenylmethyl (4S)-4-(2-azido-2-oxoethyl)-5-oxo-1,3-oxazolone-3-carboxylate 
• 136083-57-3 N-α-9-fluorenylmethoxycarbonyl-aspartic acid 
• 145615-66-3 (S)-3-[(9H-fluoren-9-ylmethoxy)carbonyl]-5-oxo-4-oxazolidineacetic acid 

Relevant articles and documents

Practical and efficient synthesis of orthogonally protected α-2,3-diaminopropionic acid (2,3-Dap), 2,4-diaminobutanoic acid (2,4-Dab), and their N-methylated derivatives

The synthesis of orthogonally protected Fmoc-Dap/Dab (Boc/Z/Alloc)-OH starting from Fmoc-Asp/Glu has been described. The salient features of our synthetic strategy involved formation of Fmoc-Asp/Glu-5-oxazolidinone acids, conversion of acid function to acyl azides, Curtius rearrangement, and hydrolysis of the oxazolidinone group. Copyright Taylor & Francis Group, LLC.