133464-27-4

Basic information

• Product Name: BOC-D-GLU(OCHEX)-OH
• Synonyms: N-A-T-BUTOXYCARBONYL-D-GLUTAMIC ACID GAMMA-CYCOHEXYL ESTER;BOC-D-GLU(OCHEX)-OH;BOC-D-GLU(OCHX)-OH;BOC-D-GLUTAMIC ACID GAMMA-CYCLOHEXYL ESTER;BOC-D-GLUTAMIC ACID(OCHEX)-OH;BOC-D-GLUTAMIC ACID Y-CYCLOHEXYLESTER;(R)-2-((tert-Butoxycarbonyl)amino)-5-(cyclohexyloxy)-5-oxopentanoic acid;N-[(1,1-Dimethylethoxy)Carbonyl]-D-Glutamic Acid 5-Cyclohexyl Ester
• CAS NO: 133464-27-4
• Molecular Formula: C16H27NO6
• Molecular Weight: 329.39
• Mol File: 133464-27-4.mol

Chemical Properties

• Boiling Point: 502.6 °C at 760 mmHg
• Flash Point: 257.8 °C
• Appearance: /Solid
• Density: 1.16 g/cm³
• Vapor Pressure: 1.82E-11mmHg at 25°C
• Refractive Index: 1.497
• Storage Temp.: Store at RT.
• CAS DataBase Reference: BOC-D-GLU(OCHEX)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-GLU(OCHEX)-OH(133464-27-4)
• EPA Substance Registry System: BOC-D-GLU(OCHEX)-OH(133464-27-4)

Safety Data

• Hazardous Substances Data: 133464-27-4(Hazardous Substances Data)

Usage

Uses

Used in Peptide Synthesis:
BOC-D-GLU(OCHEX)-OH is used as a protected amino acid in peptide synthesis for the incorporation of D-glutamic acid into peptide sequences. The BOC protecting group allows for mild deprotection conditions, ensuring the selective formation of peptide bonds without side reactions.
Used in Drug Development:
In the pharmaceutical industry, BOC-D-GLU(OCHEX)-OH is utilized as a building block for the development of novel drugs. The OCHEX spacer provides increased solubility and flexibility, which can improve the compound's pharmacokinetic properties and bioavailability, making it a valuable component in the design of therapeutic agents.
Used in Biochemical Research:
BOC-D-GLU(OCHEX)-OH is employed as a research tool in biochemical studies to investigate the role of D-glutamic acid in various biological processes. Its unique structure allows for the exploration of its interactions with other biomolecules and its potential effects on cellular functions.
Used in Pharmaceutical Formulation:
BOC-D-GLU(OCHEX)-OH is used as an excipient or stabilizer in pharmaceutical formulations to enhance the solubility and stability of drug compounds. The OCHEX spacer contributes to the improved physicochemical properties of the final drug product, ensuring optimal performance and efficacy.

InChI:InChI=1/C16H27NO6/c1-16(2,3)23-15(21)17-12(14(19)20)9-10-13(18)22-11-7-5-4-6-8-11/h11-12H,4-10H2,1-3H3,(H,17,21)(H,19,20)/t12-/m1/s1

Upstream product

• 56-86-0 L-glutamic acid 
• 108-93-0 cyclohexanol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 112471-82-6 γ-cyclohexyl L-glutamate 

Downstream Products

• 137339-65-2 Ser-Phe-Leu-Leu-Arg-Asn-Pro-Asn-Asp-Lys-Tyr-Glu-Pro-Phe-OH 
• 113317-85-4 Boc-Gln-Glu(OcHex)-Lys(Z)-OBzl 
• 113317-86-5 Boc-Glu(OcHex)-Gln-Glu(OcHex)-Lys(Z)-OBzl 
• 1270202-61-3 Boc-GE(OcHx)GFP-OH 
• 142847-25-4 Boc-Gly-Glu(OcHx)-Gly-OH 
• 142828-15-7 C₂₇H₃₉N₃O₈ 

Relevant articles and documents

Selective detachment of Boc-protected amino acids and peptides from Merrifield, PAM and Wang resins by trimethyltin hydroxide

We describe the development of a new non-acidolytic and non- nucleophilic method for the selective cleavage by trimethyltin hydroxide of amino acids and dipeptides at benzyl ester links attached to resins commonly used in peptide synthesis.

An improved method for the preparation of ω-cyclohexyl esters of aspartic and glutamic acid

An improved synthesis of β-cyclohexyl L-aspartate and γ-cyclohexyl L-glutamate and its N-tert-butoxycarbonyl (Boc) derivatives is described.