73821-95-1

Basic information

• Product Name: Boc-Asp(Ochx)-OH
• Synonyms: T-BUTYLOXYCARBONYL-L-ASPARTIC ACID BETA-CYCLOHEXYL ESTER;N-ALPHA-T-BUTOXYCARBONYL-L-ASPARTIC ACID BETA-CYCLOHEXYL ESTER;N-ALPHA-T-BOC-L-ASPARTIC ACID BETA-CYCLOHEXYL ESTER;N-ALPHA-TERT-BUTYLOXYCARBONYL-L-ASPARTIC ACID BETA-CYCLOHEXYL ESTER;N-ALPHA-T-BUTYLOXYCARBONYL-L-ASPARTIC ACID BETA-CYCLOHEXYL ESTER;BOC-ASP(OCHX)-OH;BOC-ASPARTIC ACID(OCHEX);BOC-ASP(OCHEX)
• CAS NO: 73821-95-1
• Molecular Formula: C₁₅H₂₅NO₆
• Molecular Weight: 315.36
• Product Categories: Amino Acids;Aspartic acid [Asp, D];Boc-Amino Acids and Derivative;Boc-Amino acid series
• Mol File: 73821-95-1.mol

Chemical Properties

• Melting Point: 93-95 °C
• Boiling Point: 487.2 °C at 760 mmHg
• Flash Point: 248.4 °C
• Appearance: White/Powder
• Density: 1.18 g/cm³
• Vapor Pressure: 1.12E-10mmHg at 25°C
• Refractive Index: 1.498
• Storage Temp.: −20°C
• Solubility: soluble in Methanol
• PKA: 3.66±0.23(Predicted)
• BRN: 3563576
• CAS DataBase Reference: Boc-Asp(Ochx)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-Asp(Ochx)-OH(73821-95-1)
• EPA Substance Registry System: Boc-Asp(Ochx)-OH(73821-95-1)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 73821-95-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
Boc-Asp(Ochx)-OH is used as a key intermediate in the synthesis of various complex molecules and pharmaceutical compounds. Its application in this field is attributed to its reactivity and ability to form stable bonds with other molecules, facilitating the creation of diverse chemical structures.
Used in Peptide Chemistry:
In peptide chemistry, Boc-Asp(Ochx)-OH serves as an essential building block for the construction of peptides and proteins. Its use in this industry is due to its compatibility with various peptide synthesis methods and its ability to contribute to the formation of specific peptide sequences with desired properties and functions.
Used in Pharmaceutical Industry:
Boc-Asp(Ochx)-OH is utilized as a crucial component in the development of new drugs and therapeutic agents. Its application in this industry is driven by its potential to enhance the efficacy and specificity of drug molecules, as well as its ability to improve the overall pharmacokinetic and pharmacodynamic profiles of the resulting compounds.
Used in Research and Development:
Boc-Asp(Ochx)-OH is also employed in research and development settings, where it is used to study the fundamental properties of aspartic acid derivatives and their interactions with other molecules. This application is important for advancing the understanding of peptide chemistry and its implications in various biological processes and disease mechanisms.

InChI:InChI=1/C15H25NO6/c1-15(2,3)22-14(20)16-11(9-12(17)18)13(19)21-10-7-5-4-6-8-10/h10-11H,4-9H2,1-3H3,(H,16,20)(H,17,18)/t11-/m0/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 112259-66-2 β-cyclohexyl L-aspartate 
• 130052-02-7 Boc-Asp(OChx)-OCet 
• 134757-75-8 Boc-Asp(OChx)-ONbN 
• 73821-94-0 Boc-Asp(OcHex)-OBzl 
• 30925-18-9 2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester 
• 108-93-0 cyclohexanol 
• 30750-74-4 Boc-aspartic acid anhydride 
• 130052-01-6 α-2-cyanoethyl N(α)-tert-butoxycarbonyl-L-aspartate 

Downstream Products

• 141261-61-2 Cyclo(-Arg(Tos)-Gly-Asp(OcHex)-Phg-)2 
• 141261-60-1 Cyclo(-Arg(Tos)-Gly-Asp(OcHex)-Phg-) 
• 141261-62-3 Cyclo(-Arg-Gly-Asp-Phg-) 
• 130457-96-4 Boc-Asp(OcHex)-ONp 
• 102991-73-1 Boc-Asp(OcHex)-Gly-OPac 
• 102992-02-9 Boc-Asp(OcHex)-Leu-OPac 
• 123167-62-4 Boc-Asp(OcHex)-Val-Tyr(2Br-Z)-OPa 
• 123167-68-0 Boc-Asp(OcHex)-Leu-Lys(2Cl-Z)-Glu(OcHex)-OPa 
• 129279-92-1 Boc-Asp(OcHex)-Arg(Tos)-Ile-Gly-OPac 
• 112157-54-7 Boc-Asp(OcHex)-Val-NHNH-Troc 
• 141795-24-6 Boc-Asp(OcHex)-Ser(Bzl)-Glu(OcHex)-OPac 
• 104897-15-6 Boc-Asp(OcHex)-Pro-NHNH-Troc 
• 114872-13-8 Boc-Asp(OcHex)-Leu-Gly-NHNH-Troc 
• 136620-26-3 Boc-Asp(O-cHex)-Man(4-MeBzl) 

Relevant articles and documents

Structure-activity study of L-amino acid-based N-type calcium channel blockers

Synthesis and structure-activity relationship (SAR) study of L-amino acid-based N-type calcium channel blockers are described. The compounds synthesized were evaluated for inhibitory activity against both N-type and L-type calcium channels focusing on sel

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.

Stable polypeptides having c-AMP production enhancing activity and the use thereof

Disclosed are (1) a polypeptide represented by formula (I), or a pharmaceutically acceptable amide, ester or salt thereof: wherein X is hydrogen atom; or a lower alkyl group which may be substituted with a member selected from the group consisting of hydroxy group, substituted or unsubstituted amino group, carboxyl group, carbamoyl group, and substituted or unsubstituted aromatic group; and Y is one of amino acids or peptides consisting of 1 to 16 amino acid residues counted from the N-terminal side of Leu-Ala-Ala-Val-Leu-Gly-Lys-Arg-Tyr-Lys-Gln-Arg-Val-Lys-Asn-Lys SEQ ID NO: 20, and (2) a pharmaceutical composition comprising a polypeptide represented by formula (I), or a pharmaceutically acceptable amide, ester or salt thereof, which has remarkable c-AMP activity and is useful as a nerve activating agent.

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.

USE OF α-2-CYANOETHYL tert-BUTOXYCARBONYLASPARTATE AS AN INTERMEDIATE FOR SYNTHESIS OF β-ESTERS

The use of α-2-cyanoethyl Boc-aspartate is proposed for the first time for the synthesis of β-esters of Boc-aspartic acid.The α-2-cyanoethyl protective group is selectively split out by strong organic bases under hydrolytic conditions without the β-ester bond being affected.Using the α-2-cyanoethyl derivative, β-cyclohexyl, β-benzyl, and β-tert-butyl Boc-aspartates have been synthesized in good yields.