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CAS 478646-28-5

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(R)-2-N-Cbz-aminopentane-1,5-diol

Description:
(R)-2-N-Cbz-aminopentane-1,5-diol is a chiral compound characterized by its specific stereochemistry, indicated by the (R) configuration at the second carbon. This compound features a pentane backbone with an amino group and a Cbz (carbobenzyloxy) protecting group attached to the nitrogen, which is commonly used in organic synthesis to protect amines. The presence of two hydroxyl (-OH) groups at the terminal positions (1 and 5) contributes to its potential as a versatile building block in the synthesis of more complex molecules, particularly in pharmaceutical chemistry. The compound's chirality can influence its biological activity, making it relevant in the development of enantiomerically pure drugs. Additionally, the Cbz group can be removed under specific conditions, allowing for further functionalization of the amino group. Overall, (R)-2-N-Cbz-aminopentane-1,5-diol is significant in synthetic organic chemistry, particularly in the context of asymmetric synthesis and medicinal chemistry applications.
Formula:C13H19NO4
InChI:InChI=1/C13H19NO4/c15-8-4-7-12(9-16)14-13(17)18-10-11-5-2-1-3-6-11/h1-3,5-6,12,15-16H,4,7-10H2,(H,14,17)/t12-/m1/s1
SMILES:c1ccc(cc1)COC(=N[C@H](CCCO)CO)O
Synonyms:
  • (R)-Benzyl 1,5-dihydroxypentan-2-ylcarbamate
  • (R)-(4-Hydroxy-1-hydroxymethylbutyl)carbamic acid benzyl ester
  • benzyl [(1R)-4-hydroxy-1-(hydroxymethyl)butyl]carbamate
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