86060-84-6

Basic information

• Product Name: Fmoc-L-aspartic acid 4-benzyl ester
• Synonyms: FMOC-L-ASPARTIC ACID BETA-BENZYL ESTER;FMOC-L-ASPARTIC ACID 4-BENZYL ESTER;FMOC-L-ASP(OBZL)-OH;FMOC-L-ASP(BZL)-OH;FMOC-ASP(OBZL)-OH;FMOC-ASPARTIC ACID(OBZL)-OH;L-FMOC-ASPARTIC ACID BETA-BENZYL ESTER;9-FLUORENYLMETHOXYCARBONYL-L-ASPARTIC ACID BETA-BENZYL ESTER
• CAS NO: 86060-84-6
• Molecular Formula: C₂₆H₂₃NO₆
• Molecular Weight: 445.46
• Product Categories: Amino Acids;Aspartic acid [Asp, D]
• Mol File: 86060-84-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 120-130 °C
• Boiling Point: 120-130 °C
• Flash Point: 369.4 °C
• Appearance: white to light yellow crystal powder
• Density: 1.31 g/cm³
• Vapor Pressure: 7.91E-20mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: 2-8°C
• Solubility: Soluble in methanol.
• PKA: 3.54±0.23(Predicted)
• BRN: 4609615
• CAS DataBase Reference: Fmoc-L-aspartic acid 4-benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Fmoc-L-aspartic acid 4-benzyl ester(86060-84-6)
• EPA Substance Registry System: Fmoc-L-aspartic acid 4-benzyl ester(86060-84-6)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 86060-84-6(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

InChI:InChI=1/C26H23NO6/c28-24(32-15-17-8-2-1-3-9-17)14-23(25(29)30)27-26(31)33-16-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1-13,22-23H,14-16H2,(H,27,31)(H,29,30)/t23-/m0/s1

Upstream product

• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 104-15-4 toluene-4-sulfonic acid 
• 617-45-8 aspartic Acid 
• 100-51-6 benzyl alcohol 
• 136083-57-3 N-α-9-fluorenylmethoxycarbonyl-aspartic acid 
• 145038-47-7 N-(9-fluorenyl)methoxycarbonyl-aspartic anhydride 
• 2177-63-1 (S)-2-amino-4-(benzyloxy)-4-oxobutanoic acid 

Downstream Products

• 86061-03-2 Fmoc-Asp(OBzl)-OC₆F₅ 
• 123253-91-8 Boc-Ala-Asp-(OBzl)-Leu-Ala-Val-NH-CH₃ 
• 168261-64-1 (S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)succinic acid 4-benzyl ester 1-tert-butyl ester 
• 1558030-07-1 C₂₂H₂₁N₃O₆ 
• 148827-71-8 (S)-3-Chlorocarbonyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid benzyl ester 

Relevant articles and documents

Rapid access to Asp/Glu sidechain hydrazides as thioester precursors for peptide cyclization and glycosylation

Head-to-sidechain macrocylic peptides, and neoglycopeptides, were readily prepared by site-specific amidation of aspartic and glutamic acid sidechain hydrazides. Hydrazides, serving as latent thioesters, were introduced through regioselective opening of the corresponding Nα-Fmoc protected anhydride precursors.

Oligomeric aminodiol-containing compounds, libraries thereof, and process of preparing the same

Oligomeric compounds comprising a plurality of aminodiol monomer subunits joined by linking groups are provided, as well as libraries of such compounds and processes for preparing the oligomeric compounds and libraries.

Ready protease-catalyzed synthesis of carbohydrate-amino acid conjugates.

The protease-catalyzed synthesis of amino acid est-carbohydrate conjugates as glycopeptide analogues has been achieved in a highly regioselective and carbohydrate-specific manner using amino acid vinyl ester acyl donors and minimally or completely unprotected carbohydrate acyl acceptors, which together probed active sites of proteases to reveal yield efficiencies that are modulated by the carbohydrate C-2 substitutent, and that may be exploited to allow selective one-pot syntheses.