ALPHA,BETA-ISOPROPYLIDENE-L-GLYCERIC ACID METHYL ESTER, CAS No. 60456-21-5

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60456-21-5

Catalog No. EBD40326

CAS 60456-21-5

Name ALPHA,BETA-ISOPROPYLIDENE-L-GLYCERIC ACID METHYL ESTER

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Basic Information

Synonyms: Methylalpha,beta-isopropylidene-L-glycerate CID853165 Methyl2,3-O-isopropylidene-L-glycerate D67416 Alpha,Beta-Isopropylidene-L-GlycericAcidMethylEster (-)-Methyl(S)-2,2-dimethyl-1,3-dioxolane-4-carboxylate (S)-2,2-Dimethyl-[1,3]dioxolane-4-carboxylicacidmethylester methyl2,2-dimethyl-1,3-dioxolane-4-carboxylate methyl(4S)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

Molecular Formula: C7H12O4

Molecular Weight: 160.17

MDL Number: MFCD00066526

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

Product Description:

(S)-2,2-Dimethyl-1,3-dioxolane-4-carboxylic acid methyl ester is a chiral building block featuring a protected glyceraldehyde acetonide structure with a methyl ester group. It serves as a versatile and crucial intermediate in asymmetric synthesis, particularly for the construction of complex molecules with defined stereochemistry. Its primary and most significant application is in the pharmaceutical industry for the synthesis of various active pharmaceutical ingredients (APIs) and their intermediates. It is extensively used as a key chiral precursor for antiviral drugs, such as nucleoside analogs, and other bioactive compounds where the (S)-glyceraldehyde acetonide skeleton is required. The compound provides a protected form of (S)-glyceraldehyde, allowing for selective functionalization at the C-4 position while preserving the chiral center. As a high-value chiral synthon, it is a staple in medicinal chemistry research and process development for producing enantiomerically pure drugs. Its utility extends beyond pharmaceuticals into the synthesis of natural products and other fine chemicals requiring chiral diol or polyol motifs.

Physical Properties

Boiling Point: 84-86 °C/15 mmHg(lit.)

Flash Point: 78 °C

Density: 1.106 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.425(lit.)