N-(tert-Butoxycarbonyl)-D-prolinal, CAS No. 73365-02-3

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73365-02-3

Catalog No. EBD37942

CAS 73365-02-3

Name N-(tert-Butoxycarbonyl)-D-prolinal

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Basic Information

Synonyms: Bis(butylcyclopentadienyl)zirconium(IV)dichloride N-(tert-Butoxycarbonyl)-D-prolinal N-t-BOC-D-prolinal tert-butyl2-formylpyrrolidine-1-carboxylate N-Boc-D-prolinal

Molecular Formula: C10H17NO3

Molecular Weight: 199.25

MDL Number: MFCD01321389

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

Boc-D-Proline aldehyde, with CAS number 73365-02-3, is a protected amino acid derivative. It features a Boc (tert-butoxycarbonyl) protecting group on the nitrogen atom of D-proline, which is a non-proteinogenic, cyclic secondary amino acid (a pyrrolidine derivative). The molecule is presented in its aldehyde form, making it a versatile chiral building block. This compound is primarily employed as a key chiral intermediate in the synthesis of more complex molecules, particularly in pharmaceutical research. Its aldehyde functionality allows it to participate in various condensation reactions, such as reductive amination, to form new carbon-nitrogen bonds. The Boc-protected D-proline scaffold is valuable for constructing peptidomimetics and other bioactive compounds where the rigid, chiral structure of proline is desired to influence conformation and biological activity. As a protected amino aldehyde, it is a specialty synthetic reagent rather than a bulk commodity. It must be handled under inert conditions due to the sensitivity of the aldehyde group and stored at low temperatures to prevent degradation.

Physical Properties

Boiling Point: 228 °C(lit.)

Flash Point: 120.929 °C

Density: 1.059 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.461(lit.)

Storage: −20°C

Analytical Data

Appearance: Clear colorless to yellow liquid