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

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

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

Downstream Products

• 131451-30-4 N-Fmoc-N-Me-Asp(OBn)-OH 
• 86061-03-2 Fmoc-Asp(OBzl)-OC₆F₅ 
• 133478-40-7 Fmoc-Asp(OBzl)-OTcp 
• 123253-91-8 Boc-Ala-Asp-(OBzl)-Leu-Ala-Val-NH-CH₃ 
• 169393-80-0 Fmoc-Asp(OBn)-Ala-OH 
• 129460-09-9 Fmoc-Asp-O-t-Bu 
• 141409-00-9 (S)-2-Methylamino-succinic acid 4-benzyl ester 
• 141408-45-9 (S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)(methyl)amino)-4-oxobutanoic acid 
• 199541-42-9 (S)-3-(tert-Butoxycarbonyl-methyl-amino)-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester 
• 199541-43-0 (S)-3-[((S)-2-tert-Butoxycarbonylamino-hexanoyl)-methyl-amino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester 
• 142003-28-9 H-(N-Me)Asp(OBn)-Phe-NH₂ hydrochloride 

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.

Activity of (+)-Discadenine as a Plant Cytokinin

Discadenine (1), a self-spore germination inhibitor from the cellular slim mold Dictyostelium discoideum, is structurally related to the plant hormone cytokinin. This compound was synthesized from l-aspartic acid, and its activities were confirmed by three classical cytokinin bioassays as well as by using binding and activation assays with the Arabidopsis cytokinin receptors AHK3 and CRE1/AHK4.

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.

Combinatorial libraries having aminodiol monomer subunits

Combinatorial libraries are constructed to include aminodiol monomer subunits connected by phosphodiester, phosphorothioate, or phosphoramidate linking moieties. Combinatorial libraries of the invention feature a plurality of functional groups attached to

Phosphoramidate and phosphorothiomidate oligomeric compounds

Compounds are provided having structure (I), wherein the L groups are backbone segments, the Y and T groups are functional groups for interacting with target molecules of interest, the X groups are oxygen or sulfur and the E groups are H, conjugate groups or intermediate groups used during the synthesis of the compounds and wherein the compounds are prepared using H phosphonate type chemistry wherein the functional groups are added during an oxidation step or during a coupling step. STR1

Aspartic acid derivatives

New compounds N-α-9-fluorenylmethoxycarbonyl-aspartic acid-β-1-adamantyl esters are stable under the basic condition of the normal peptide condensation process and do not form succinimide. Peptides containing aspartic acid can be synthesized with high purity and at high yields by using N-α-9-fluorenylmethoxycarbonyl-aspartic acid-β-1-adamantyl ester.