(S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane, CAS No. 60456-22-6

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60456-22-6

Catalog No. EBD968973

CAS 60456-22-6

Name (S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane

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Basic Information

Synonyms: (S)-(-)-3-Chloro-1,2-propanediolacetonide (S)-(-)-4-(chloromethyl)-2,2-dimethyl-1,3-Dioxolane (S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane (S)-3-chloro-1,2-propanediolacetonide (S)-(-)-4-Chloromethyl-2,2-dimethyl-1,3-dioxolane

Molecular Formula: C6H11ClO2

Molecular Weight: 150.6

MDL Number: MFCD00273365

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds

Product Description:

(S)-(+)-3-Chloro-1,2-propanediol acetonide is a chiral building block characterized by its acetonide-protected diol moiety and a terminal chlorine atom. This specific (S)-enantiomer is a valuable intermediate in asymmetric synthesis. Its primary application is in the pharmaceutical industry for the synthesis of chiral active pharmaceutical ingredients (APIs) and advanced intermediates. The compound serves as a key precursor for beta-blockers, such as (S)-propranolol and (S)-atenolol, where its stereochemistry is crucial for biological activity. The chlorine atom acts as a reactive handle for further functionalization, while the acetonide group provides orthogonal protection for the 1,2-diol. This compound is also utilized in the preparation of other chiral molecules, including phospholipids and glycidol derivatives. It is typically handled under inert conditions due to its moisture sensitivity and should be stored in a cool, dry place.

Physical Properties

Boiling Point: 63 °C/37 mmHg(lit.)

Flash Point: 51 °C

Density: 1.103 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.434(lit.)

Storage: Flammables area

Safety Information

Packing Level: III

Hazard Category: 6.1(3)

Transport Codes: 1992