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Organic Building Blocks

Chiral Building Blocks

Enantiopure amines, amino alcohols, diamines, sulfinamides, oxazaborolidines and lactones for asymmetric synthesis and chiral resolution.
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A chiral building block brings its stereochemistry into a molecule from the start, which is often cheaper and more reliable than creating it later. This sub-category supplies enantiopure synthons, resolving agents and chiral catalysts. Examples include (R)-(+)-2-Methyl-2-propanesulfinamide (Ellman's sulfinamide), (R)-(+)-2-Methyl-CBS-oxazaborolidine, (1S,2R)-(−)-cis-1-Amino-2-indanol, (1S,2S)-(+)-1,2-Diaminocyclohexane and (R)-(+)-1-(1-Naphthyl)ethylamine.

Enantiomeric excess is the headline number, normally above 98% for building blocks used in API work. Buyers should also check chemical purity, since achiral impurities can still carry through. Each listing states the configuration using CIP descriptors and optical rotation sign. Make sure the descriptor matches the stereocentre you need, as the sign of rotation does not predict R or S.

  • Sulfinamides for asymmetric amine synthesis
  • CBS catalysts for enantioselective ketone reduction
  • Amino alcohols and diamines for ligands and auxiliaries

Products ship sealed, under inert gas where sensitive, with a COA reporting purity and optical data.

Chiral Building Blocks: questions buyers ask

How does Ellman's sulfinamide make chiral amines?
tert-Butanesulfinamide condenses with aldehydes or ketones to form sulfinyl imines. Nucleophiles such as Grignard reagents then add with high diastereoselectivity, guided by the chiral sulphur. Mild acid removes the sulfinyl group to give the free chiral amine. The method is widely used in medicinal chemistry.
What is the CBS reduction?
The Corey-Bakshi-Shibata reduction uses a chiral oxazaborolidine catalyst with borane to reduce prochiral ketones to secondary alcohols with high enantioselectivity. The catalyst's configuration sets which alcohol enantiomer forms. It must be handled under dry, inert conditions, as moisture deactivates both the catalyst and the borane.
How is enantiomeric excess reported on the COA?
Enantiomeric excess is usually measured by chiral HPLC or GC, comparing the peak areas of the two enantiomers. Some COAs also report specific optical rotation. The ee value is the difference between the two enantiomer percentages. A 99% ee sample contains 99.5% of one enantiomer and 0.5% of the other.

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