[(2S)-oxetan-2-yl]methanamine-4-methylbenzenesufonic acid

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Cat Number

INT2740593386

CAS Number

2740593-38-6

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Product Detail Description Customer Q&A

CAS Number

2740593-38-6

Synonyms

(S)-oxetan-2-ylmethanamine 4-methylbenzenesulfonate

Molecular Formula

C11H17NO4S

Molecular Weight

259.32

Smiles

CC1=CC=C(C=C1)S(=O)(=O)O.C1CO[C@@H]1CN

General Description

[(2S)-oxetan-2-yl]methanamine-4-methylbenzenesulfonic acid is a chiral salt of (2S)-oxetan-2-ylmethanamine (a primary amine attached to a chiral oxetane ring at the 2-position) with p-toluenesulfonic acid (p-TsOH). The p-toluenesulfonate salt provides a stable, non-hygroscopic crystalline form that is readily handled and is freely soluble in aqueous and organic solvents. The (2S) stereochemistry defines the absolute configuration of the chiral center on the oxetane ring.

Mechanism of Action

[(2S)-oxetan-2-yl]methanamine-4-methylbenzenesulfonic acid functions as a chiral, protected amine building block. The oxetane ring constrains the conformation of the attached aminoalkyl chain, which can improve target selectivity and reduce metabolic oxidation. The p-toluenesulfonate counterion is pharmacologically inert. The primary amine undergoes standard transformations (amide bond formation, reductive amination, sulfonamide formation), while the oxetane provides metabolic stability.

Application

[(2S)-oxetan-2-yl]methanamine-4-methylbenzenesulfonic acid is used as a chiral intermediate in the synthesis of peptidomimetic pharmaceuticals, particularly those targeting GPCRs and proteases where constrained linkers improve selectivity. The (S)-oxetanylmethylamine scaffold is found in clinical candidates for CNS disorders and metabolic diseases. It is also used in the synthesis of chiral catalysts and resolving agents.

What is the recommended storage condition for [(2S)-oxetan-2-yl]methanamine-4-methylbenzenesufonic acid?

It should be stored at controlled room temperature in a well-sealed container, protected from moisture and direct light, to maintain its chemical integrity throughout the shelf life.

What documentation is provided with each batch of [(2S)-oxetan-2-yl]methanamine-4-methylbenzenesufonic acid?

Each batch is accompanied by a Certificate of Analysis (COA) covering identity, potency, and relevant purity tests. Safety Data Sheets (SDS) are available upon request.

Is [(2S)-oxetan-2-yl]methanamine-4-methylbenzenesufonic acid available in high-chemical-purity grade for pharmaceutical synthesis?

Yes, it is supplied in high chemical purity grades suitable for demanding pharmaceutical intermediate applications. Specifications and analytical data are available upon request.

Is [(2S)-oxetan-2-yl]methanamine-4-methylbenzenesufonic acid compatible with common organic solvents used in pharmaceutical synthesis?

Solubility and compatibility information is available in the technical data sheet. For specific solvent compatibility questions, please contact our technical team.

What quantities of [(2S)-oxetan-2-yl]methanamine-4-methylbenzenesufonic acid are available for order?

We accommodate orders of varying scale, from small research quantities through bulk commercial supply. Contact our sales team to discuss pack sizes and volume pricing.