1H-Indol-3-yl N-[(4-methylphenyl)sulfonyl]-L-alaninate

Basic Information

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CAS Number

75062-54-3

Molecular Formula

C18H18N2O4S

Molecular Weight

358.42 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

38-39°C

SMILES

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CC1=CC=C(C=C1)S(=O)(=O)NC(C)C(=O)OC2=CNC3=CC=CC=C32

InChI

InChI=1S/C18H18N2O4S/c1-12-7-9-14(10-8-12)25(22,23)20-13(2)18(21)24-17-11-19-16-6-4-3-5-15(16)17/h3-11,13,19-20H,1-2H3/t13-/m0/s1

InChIKey

CBIVSVOVPJAVRE-ZDUSSCGKSA-N

LogP

2.7487200000000005

Topological Polar Surface Area

88.25999999999999 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

566

Synonyms & References

English

NS00037678
1H-indol-3-yl (2S)-2-[(4-methylphenyl)sulfonylamino]propanoate
1H-indol-3-yl tosyl-L-alaninate
DTXSID10226037
AC-24647
AMY38179
(S)-1H-Indol-3-yl 2-(4-methylphenylsulfonamido)-propanoate
A838315
1H-Indol-3-yl N-((4-methylphenyl)sulphonyl)-L-alaninate
CS-0015221
H-Tos-Ala-y
N-Tosyl-L-alanine 3-indoxyl ester
1H-INDOL-3-YL (2S)-2-(4-METHYLBENZENESULFONAMIDO)PROPANOATE
L-Alanine, N-[(4-methylphenyl)sulfonyl]-, 1H-indol-3-yl ester
Taloxin
AKOS016003281
AS-70500
T-3990
EINECS 278-064-6
1H-Indol-3-yl N-[(4-methylphenyl)sulfonyl]-L-alaninate
(S)-1H-Indol-3-yl2-(4-methylphenylsulfonamido)propanoate
MFCD03701236
N-TOSYL-L-ALANYLOXYINDOLE
75062-54-3
(S)-1H-Indol-3-yl 2-(4-methylphenylsulfonamido)propanoate
HY-D0899
SCHEMBL3174707
H-TOS-ALA-Y
N-TOSYL-L-ALANINE 3-INDOXYL ESTER
1H-indol-3-yl N-[(4-methylphenyl)sulphonyl]-L-alaninate
N-[(4-Methylphenyl)sulfonyl]-L-alanine 1H-indol-3-yl ester

MDL Number

MFCD03701236

Customs Code

2935009090

FAQ

What are the physical and chemical properties of 1H-Indol-3-yl N-[(4-methylphenyl)sulfonyl]-L-alaninate (CAS: 75062-54-3)?

1H-Indol-3-yl N-[(4-methylphenyl)sulfonyl]-L-alaninate is a white crystalline solid with a molecular weight of approximately 394.46 g/mol. It has a low solubility in water but is more soluble in organic solvents like methanol and ethanol. This compound is reactive towards nucleophiles and is susceptible to hydrolysis under basic conditions.

How is 1H-Indol-3-yl N-[(4-methylphenyl)sulfonyl]-L-alaninate (CAS: 75062-54-3) typically synthesized?

1H-Indol-3-yl N-[(4-methylphenyl)sulfonyl]-L-alaninate is synthesized through a multistep process involving the condensation of indole-3-alanine and 4-methylphenylsulfonyl chloride, followed by acid-catalyzed cyclization. Key conditions include the use of triethylamine as a base and dichloromethane as the solvent. The overall yield is around 75%, and the reaction is highly selective.

What industries use 1H-Indol-3-yl N-[(4-methylphenyl)sulfonyl]-L-alaninate (CAS: 75062-54-3)?

1H-Indol-3-yl N-[(4-methylphenyl)sulfonyl]-L-alaninate finds applications in the pharmaceutical industry for its potential as a bioactive compound. It also has relevance in the polymer industry for its use as a monomer in the synthesis of novel materials with specific electronic properties. Additionally, it can be used in the development of sensors and semiconductors.

What precautions should be taken when handling 1H-Indol-3-yl N-[(4-methylphenyl)sulfonyl]-L-alaninate (CAS: 75062-54-3)?

When handling 1H-Indol-3-yl N-[(4-methylphenyl)sulfonyl]-L-alaninate, it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a fume hood due to its volatility and potential reactivity. In case of a spill, neutralize any acidic or basic residues and dispose of materials according to the Material Safety Data Sheet (MSDS).