Asymmetric synthesis of ether-linked phospholipids

T1 - Total synthesis of muconin by efficient assembly of chiral building blocks

Chiral Synthesis Service | Chiral building blocks


ChiroBlock's long and successful history started with passionate chemists seeking new approaches to chiral molecules.

Apart from our customer exclusive research and synthesis services, ChiroBlock continues to pursue own R&D projects on making new compounds available.

Asymmetric synthesis of alpha-Chloro-beta-amino-N-sulfinyl imidates as chiral building blocks.

ChiroBlock: Chiral Building Blocks & Synthesis IP - IP …

AB - The meso diacetate, 9, available in seven steps from piperonal, is efficiently desymmetrized with preferential cleavage of the R-arm-acetate under catalysis by porcine pancreatic lipase in 10% DMSO-phosphate buffer, pH 8. The resulting monoacetate 12, a potentially useful chiral building block for the synthesis of derivatives of the Podophyllum lignans, is obtained in good chemical yield (66-83%) and in high optical yield (95% ee) on a multigram scale.

Molecular chirality in biochemistry results from the fact that carbon atoms, which form the framework of all bio-molecules,
often bind four other atoms or groups of atoms in a tetrahedral shape (Figure 2). If all four binding partners are different, the resulting molecule will exist as two non-superimposable mirror images, or enantiomers. When such molecules are synthesized in a test tube, both enantiomers will usually be formed in equal quantities. However, when chiral molecules occur in nature, usually only one enantiomer is found. The reason for this is that biomolecules are most often synthesized by enzymes which are themselves an enantiomer existing in only one form (Figure 3). Just as a right glove can only fit onto the right hand, the structure of a molecule synthesized by a “right handed” enzyme will be determined by the geometry of that enzyme.


Chiral Thiazoline and Thiazole Building Blocks for the Synthesis …

T1 - Employing modular polyketide synthase ketoreductases as biocatalysts in the preparative chemoenzymatic syntheses of diketide chiral building blocks

Synthesis of Chiral Building Blocks for Use in Drug …

These imidate hydrochlorides proved to be excellent intermediates for an easy transformation to chiral amides in good yields and enantiomeric excess upon simple heating in chloroform.

Chiral building blocks for the synthesis of nitrogen …

The Johnston lab’s innovative method does not start with amino acids. Instead, they use alpha-bromo-nitroalkanes and amines as building blocks (Figure 6). This choice has a particular advantage for the Johnston group because they have already developed methods to synthesize chiral versions of each kind of molecule. A second advantage to their approach is that the reaction can be run under very mild conditions, helping to prevent reversal of chirality in either of their starting materials or the final product.

Molecules | Free Full-Text | Synthesis of Chiral Building Blocks …

N2 - The meso diacetate, 9, available in seven steps from piperonal, is efficiently desymmetrized with preferential cleavage of the R-arm-acetate under catalysis by porcine pancreatic lipase in 10% DMSO-phosphate buffer, pH 8. The resulting monoacetate 12, a potentially useful chiral building block for the synthesis of derivatives of the Podophyllum lignans, is obtained in good chemical yield (66-83%) and in high optical yield (95% ee) on a multigram scale.

Preparation of new chiral building blocks: Highly …

The preparation of chiral building blocks, suitable for use in the enantioselective total synthesis of kauranoids and ent-kauranoids, is reported herein. The pig liver esterase-catalyzed asymmetric hydrolysis of dimethyl 3,3-dimethyl-2-methylenecyclohexane-1,2-dicarboxylate, a malonate-type prochiral diester, afforded the corresponding half-ester in 96% yield and with 99% enantiomeric excess. The absolute configuration of the half-ester was determined by X-ray crystallographic analysis of its derivative and its enantiodivergent transformations are also described herein.

Current Organic Synthesis - Chiral Sulfoxides as Building Blocks …

Highly enantioselective reduction of five-, six-, seven-, and eight-membered prochiral 1,3-cycloalkanediones possessing a methyl group and a protected hydroxymethyl group at their C2 position with baker's yeast or CBS catalyst and a new efficient and general method for preparing the 1,3-cycloalkanediones have been developed. These baker's yeast mediated reductions were found to produce corresponding ketols with high optical purity (> 99% ee) and high yield. All of the prepared ketols and their derivatives, chiral building blocks, have been fully characterized, and their absolute configurations have been determined. These compounds would be useful for the convergent synthesis of complex natural products.