115545-59-0

Basic information

• Product Name: 1-adamantylaspartate
• Synonyms: 1-adamantylaspartate
• CAS NO: 115545-59-0
• Molecular Formula: C₁₄H₂₁NO₄
• Molecular Weight: 267.32
• Mol File: 115545-59-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 240 °C (decomp)
• Boiling Point: 439.8°Cat760mmHg
• Flash Point: 219.8°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 5.8E-09mmHg at 25°C
• Refractive Index: 1.566
• PKA: 2.19±0.23(Predicted)
• CAS DataBase Reference: 1-adamantylaspartate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-adamantylaspartate(115545-59-0)
• EPA Substance Registry System: 1-adamantylaspartate(115545-59-0)

Safety Data

• Hazardous Substances Data: 115545-59-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H21NO4/c15-11(13(17)18)4-12(16)19-14-5-8-1-9(6-14)3-10(2-8)7-14/h8-11H,1-7,15H2,(H,17,18)/t8?,9?,10?,11-,14?/m0/s1

Upstream product

• 118534-77-3 Z-Asp-(O-1-Ada)-OBzl 
• 768-95-6 1-adamanthanol 

Downstream Products

• 118534-81-9 Fmoc-Asp(O-1-Ada)-OH 
• 56-84-8 L-Aspartic acid 

Relevant articles and documents

Amino Acids and Peptides. Part 19. Synthesis of β-1-and β-2-Adamantyl Aspartates and their Evaluation for Peptide Synthesis

β-1-and β-2-Adamantyl aspartates have been synthesized and their properties examined.Altough the 1-Ada group is labile to TFA, the 2-Ada group is unaffected during TFA treatment, but easily removable by methanesulphonic acid (MSA) at room temperature within 5 min.Both groups are unaffected by treatment with 55percent piperidine under conditions which easily cleave the fluoren-9-ylmethoxycarbonyl (Fmoc) group from α-amino group.Both groups can suppress aspartimide formation as a side reaction under acidic and basic conditions during the synthesis of aspartyl peptides. β-1-or β-2-Adamantyl aspartates may be applicable to solid-phase peptide synthesis in combination with Fmoc or Boc as an Nα-protecting group, respectively.Some properties of the aspartimide moiety are described.