114645-17-9

Basic information

• Product Name: Carbamic acid, [(1R)-3-diazo-2-oxo-1-(phenylmethyl)propyl]-, phenylmethyl ester
• CAS NO: 114645-17-9
• Molecular Formula: C18H17N3O3
• Molecular Weight: 323.351
• Mol File: 114645-17-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [(1R)-3-diazo-2-oxo-1-(phenylmethyl)propyl]-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1R)-3-diazo-2-oxo-1-(phenylmethyl)propyl]-, phenylmethyl ester(114645-17-9)
• EPA Substance Registry System: Carbamic acid, [(1R)-3-diazo-2-oxo-1-(phenylmethyl)propyl]-, phenylmethyl ester(114645-17-9)

Safety Data

• Hazardous Substances Data: 114645-17-9(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 41518-17-6 C₂₂H₂₅NO₆ 
• 2448-45-5 Cbz-D-Phe 

Downstream Products

• 162998-91-6 (3R)-N-(benzyloxycarbonyl)-3-amino-4-phenylbutanoic acid 

Relevant articles and documents

Complexation of chiral di (N-Protected α-Amino)-β-diketones with some transition metals

Chiral Di (N-protected a-amino)-b-diketones and its transition metal complexes have been synthesized. Di(N-protected a-amino)-b- diketones were prepared by reaction of activation of N-protected- a-amino acids (imidazolide) with a-diazoketones derived from natural amino acids in presence of lithium diisopropyl amid in tetrahydrofuran as a solvent at -78 °C and treatment the product with rhodium acetate to remove diazo group. The synthesized compounds were characterized by analytical techniques viz: IR, NMR and elemental analysis. The thermal stability of the newly synthesized metal complexes have been studied.

Synthesis of Fmoc-/Boc-/Z-β-amino acids via Arndt-Eistert homologation of Fmoc-/Boc-/Z-α-amino acids employing BOP and PyBOP

A simple and efficient protocol for Arndt-Eistert chain homologation of Fmoc-/Boc-/Z-α-amino acids using BOP or PyBOP as a coupling agent to the corresponding β-amino acids, synthesizing the key intermediate α-diazoketones as crystalline solids in good yield is described.

SYNTHESIS OF DIAZOKETONES DERIVED FROM α-AMINO ACIDS; PROBLEM OF SIDE REACTIONS

Optimum conditions of synthesis of eight diazoketones derived from optically active N-(t-butyloxycarbonyl)- and N-benzyloxycarbonylamino acids have been described.The problem of formation of by-products during Arndt-Eistert synthesis of β-homoamino acids at the stage of reaction of mixed anhydride with a weak nucleophile-diazomethane - has been discussed.