• (1S,4S,5R)-3,3-Dibenzyl-6,8-dioxabicyclo[3.2.1]octan-4-ol (CAS 2229856-26-0) - TCI D5712 - AMI Scientific
1 1

TCI

CAS 2229856-26-0

(1S,4S,5R)-3,3-Dibenzyl-6,8-dioxabicyclo[3.2.1]octan-4-ol TCI D5712

(1S,4S,5R)-3,3-Dibenzyl-6,8-dioxabicyclo[3.2.1]octan-4-ol TCI D5712
Rp 1.593.900,00
Rp 1.593.900,00
Sale Sold out
Shipping calculated at checkout.
Berat
Pembayaran hanya melalui request quotation dan dilakukan setelah tim kami menghubungi Anda. Mohon cantumkan nomor WhatsApp aktif untuk konfirmasi pesanan & pembuatan invoice. Estimasi pengiriman 4-5 minggu setelah pembayaran.

Dokumen Keamanan & Mutu

↓ Unduh SDS / MSDS (PDF resmi TCI)
CoA (Certificate of Analysis)

Spesifik per batch produksi — diterbitkan dan dikirim bersama barang sesuai nomor lot yang Anda terima.

Contoh CoA segera tersedia.

💬 Minta CoA via WhatsApp

View full details

TCI D5712 (1S,4S,5R)-3,3-Dibenzyl-6,8-dioxabicyclo[3.2.1]octan-4-ol is a chiral compound built on a rigid dioxabicyclic framework and carrying a secondary hydroxyl group at a clearly defined position. The configuration of all three of its stereogenic centres is fixed, which allows the compound to serve as an auxiliary reagent in asymmetric synthesis chemistry, particularly for chiral resolution work and for the derivatisation of racemic compounds. The two benzyl groups at position 3 create a distinctive steric environment around the reactive centre, and this environment is the key to discriminating between the two enantiomers of an analyte or a substrate.

The property that makes this compound attractive is the combination of conformational rigidity and an unsymmetrical steric field. The 6,8-dioxabicyclo[3.2.1]octane framework restricts free rotation, so the orientation of the hydroxyl group remains relatively fixed, and this sharpens the energy difference between two competing transition states or between the two diastereomers that are formed. The double benzyl substitution adds further steric hindrance while also providing an aromatic chromophore that makes monitoring with an ultraviolet detector straightforward during chromatographic analysis. Because the functional group is an alcohol, the compound is readily attached through esterification or etherification.

In Indonesian laboratories, a reagent of this type is typically used in university and institutional research groups working on asymmetric synthesis, as well as in analytical laboratories that need to determine the enantiomeric composition of a sample. It is normally handled in small quantities on the bench, coupled to a racemic substrate to form diastereomeric derivatives, and the resulting mixture is then separated or examined by chromatography, where the aromatic groups assist ultraviolet detection.

  • Chiral resolution of racemic mixtures: the fixed configuration at three stereogenic centres allows the reagent to convert enantiomers into separable diastereomeric derivatives with distinct physical behaviour.
  • Derivatisation of racemic compounds for chromatographic analysis: the secondary hydroxyl group couples readily by esterification, while the two benzyl groups supply the aromatic chromophore needed for ultraviolet detection.
  • Auxiliary reagent in asymmetric synthesis: the rigid dioxabicyclic framework holds the hydroxyl group in a relatively fixed orientation, sharpening the energy gap between competing transition states.
  • Determination of enantiomeric composition: forming diastereomeric derivatives with a single, configurationally defined reagent lets analysts compare the two resulting species directly in one chromatographic run.
  • Methodology development in asymmetric synthesis research: the unsymmetrical steric field created by the geminal benzyl substituents at position 3 makes this a useful probe compound for studying stereochemical discrimination.

Brand TCI
CAS number 2229856-26-0
Molecular formula —
Purity —
Category Chemistry > Asymmetric Synthesis > Chiral Resolution Reagents
Pack sizes available in the standard research-scale packaging offered by the manufacturer; please confirm the size required when ordering
Physical form —
Storage keep in the tightly closed original container, protected from moisture and direct light
  • Chemical name: (1S,4S,5R)-3,3-Dibenzyl-6,8-dioxabicyclo[3.2.1]octan-4-ol

Store the compound in its original, tightly closed container in a cool, dry place, away from direct sunlight and sources of heat or ignition, and keep it separated from strong oxidising agents. Amber glass or the supplier's original bottle is a suitable container, since the aromatic groups make protection from prolonged light exposure sensible; screw caps should be closed firmly after each use to limit moisture uptake. Handle the material in a fume hood using nitrile gloves, safety glasses and a laboratory coat, weighing it out with clean, dry spatulas to avoid contamination of the stock. Because it is used in small quantities for stereochemically sensitive work, avoid transferring residues back into the original bottle. Consult the manufacturer's safety data sheet before first use and dispose of waste through the laboratory's designated chemical waste route.

—

Produk Terkait