48176-62-1

Basic information

• Product Name: N-tosyl-D-aspartic acid
• Synonyms: N-tosyl-D-aspartic acid;N-[(4-Methylphenyl)sulfonyl]-D-aspartic acid
• CAS NO: 48176-62-1
• Molecular Formula: C₁₁H₁₃NO₆S
• Molecular Weight: 287.28902
• EINECS: 256-362-7
• Mol File: 48176-62-1.mol

Chemical Properties

• Boiling Point: 478.9°Cat760mmHg
• Flash Point: 243.4°C
• Appearance: /
• Density: 1.469g/cm³
• Vapor Pressure: 5.56E-10mmHg at 25°C
• Refractive Index: 1.586
• CAS DataBase Reference: N-tosyl-D-aspartic acid(CAS DataBase Reference)
• NIST Chemistry Reference: N-tosyl-D-aspartic acid(48176-62-1)
• EPA Substance Registry System: N-tosyl-D-aspartic acid(48176-62-1)

Safety Data

• Hazardous Substances Data: 48176-62-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H13NO6S/c1-7-2-4-8(5-3-7)19(17,18)12-9(11(15)16)6-10(13)14/h2-5,9,12H,6H2,1H3,(H,13,14)(H,15,16)/t9-/m1/s1

Upstream product

• 1783-96-6 (2R)-aspartic acid 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 652976-66-4 N-((R)-2,5-Dioxo-tetrahydro-furan-3-yl)-4-methyl-benzenesulfonamide 
• 162518-06-1 (R)-4-methyl-N-(5-oxotetrahydrofuran-3-yl)benzenesulfonamide 

Relevant articles and documents

Synthesis of (R) and (S)-aminocarnitine, (R) and (S)-4-phosphonium-3-amino-butanoate, (R) and (S) 3,4-diaminobutanoic acid, and their derivatives starting from D- and L-aspartic acid

R or S aminocarnitine, R or S phosphonium aminocarnitine and R and S 3,4 diaminobutanoic acid, and their derivatives are prepared using starting from aspartic acid with the same configuration as the desired compounds. This process is advantageous from the industrial point of view in terms of the type of reactants used, the reduced volumes of solvents and the possibility of avoiding purification of the intermediate products.

Synthesis of (R) and (S)-aminocarnitine, (R) and (S)-4-phosphonium-3-amino-butanoate, (R) and (S) 3,4-diaminobutanoic acid, and their derivatives starting from D- and L-aspartic acid

A process is described for the preparation of R or S aminocarnitine, R or S phosphonium aminocarnitine and R and S 3,4 diaminobutanoic acid, and their derivatives with the following formula: 1where Y is as described in the attached description, starting from aspartic acid with the same configuration as the desired compounds. This process is advantageous from the industrial point of view in terms of the type of reactants used, the reduced volumes of solvents and the possibility of avoiding purification of the intermediate products.

Synthesis of (R) and (S)-aminocarnitine, (R) and (S)-4-phosphonium-3-amino-butanoate, (R) and (S) 3,4-diaminobutanoic acid, and their derivatives starting from D- and L-aspartic acid

A process is described for the preparation of R or S aminocarnitine, R or S phosphonium aminocarnitine and R and S 3,4 diaminobutanoic acid, and their derivatives with the following formula: where Y is as described in the attached description, starting from aspartic acid with the same configuration as the desired compounds. This process is advantageous from the industrial point of view in terms of the type of reactants used, the reduced volumes of solvents and the possibility of avoiding purification of the intermediate products.

Synthesis of (R) and (S) -aminocarnitine and their derivatives starting from D- and L-aspartic acid

R or S aminocarnitine and their derivatives with formula (I) where Y is as described in the description, starting with aspartic acid with the same configuration as the aminocarnitine desired. This process has advantage in the type of reactants used, reduced volumes of solvents and the possibility of avoiding purification of intermediate products.

An enantiospecific synthesis of β-amino acids

L-Aspartic acid by regioselective modification of the α-carboxylic acid group, namely N-tosylation, anhydride formation, reduction, iodo-esterification, alkylation, and deprotection afforded a series of γ-alkyl β-aminobutyric acids of the R configuration (ee > 99%).