N-Tosyl-L-alanine

Basic Information

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CAS Number

21957-58-4

Molecular Formula

C10H13NO4S

Molecular Weight

243.28 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

138-139 ºC

SMILES

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CC1=CC=C(C=C1)S(=O)(=O)NC(C)C(=O)O

InChI

InChI=1S/C10H13NO4S/c1-7-3-5-9(6-4-7)16(14,15)11-8(2)10(12)13/h3-6,8,11H,1-2H3,(H,12,13)/t8-/m0/s1

InChIKey

LQXKHFZRJYXXFA-QMMMGPOBSA-N

LogP

0.7464200000000001

Topological Polar Surface Area

83.47 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

338

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

N-tosyl-(S)-alanine
(S)-2-(4-Methylphenylsulfonamido)propanoicacid
FD21059
N-(toluene-4-sulphonyl)-L-alanine
N-(p-Toluenesulfonyl)-alanine
DTXSID10353271
N-(Toluene-4-sulfonyl)-L-alanine
(2S)-2-[(4-methylphenyl)sulfonylamino]propanoic acid
DS-5782
CS-0153040
(S)-2-(4-Methylphenylsulfonamido)propanoic acid
LQXKHFZRJYXXFA-QMMMGPOBSA-N
A878851
Tos-Ala-OH, AldrichCPR
21957-58-4
Ts-L-Ala
AMY361
T-3980
MFCD02259513
N-tosyl l-alanine
N-Tosyl-L-alanine
J-506067
Alanine, N-[(4-methylphenyl)sulfonyl]-
AKOS010366093
SCHEMBL698908
L-Alanine,N-[(4-methylphenyl)sulfonyl]-
(S)-2-(toluene-4-sulfonamido)propionic acid
L-N-tosylalanine
N-(toluene-4-sulfonyl)-L-alanine
N-[(4-Methylphenyl)sulfonyl]-L-alanine
N-p-toluenesulfonyl-(S)-alanine

MDL Number

MFCD02259513

Customs Code

2935009090

FAQ

What are the physical and chemical properties of N-Tosyl-L-alanine (CAS: 21957-58-4)?

N-Tosyl-L-alanine (CAS: 21957-58-4) is a white crystalline solid with a molecular weight of approximately 248.19 g/mol. It is sparingly soluble in water and ethanol. This compound is reactive towards hydrolysis and has a pKa of about 2.8, making it acidic. It can be used as a racemizing agent in organic synthesis and as a building block in peptide chemistry.

How is N-Tosyl-L-alanine (CAS: 21957-58-4) typically synthesized?

N-Tosyl-L-alanine (CAS: 21957-58-4) is synthesized via the tosylation of L-alanine using para-toluenesulfonyl chloride (pTsCl) as the reagent. The reaction is typically carried out in the presence of a base such as pyridine. The yield is usually around 90%, and the product can be isolated by recrystallization from an appropriate solvent.

What industries use N-Tosyl-L-alanine (CAS: 21957-58-4)?

N-Tosyl-L-alanine (CAS: 21957-58-4) is primarily used in the pharmaceutical industry as a racemizing agent and in the synthesis of peptides. It is also utilized in the polymer industry for the preparation of monomers and in the semiconductor industry for the synthesis of various materials used in device fabrication.

What precautions should be taken when handling N-Tosyl-L-alanine (CAS: 21957-58-4)?

When handling N-Tosyl-L-alanine (CAS: 21957-58-4), it is important to use personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be cleaned up immediately using an appropriate absorbent material and the area should be flushed with water. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.