32380-88-4Relevant academic research and scientific papers
Building units for N-backbone cyclic peptides. Part 4. Synthesis of protected Nα-functionalized alkyl amino acids by reductive alkylation of natural amino acids
Bitan, Gal,Muller, Dan,Kasher, Ron,Gluhov, Evgenia V.,Gilon, Chaim
, p. 1501 - 1510 (2007/10/03)
A new method for the synthesis of protected Nα-(ω-Y-alkyl) amino acids (Y is a thio, amino or carboxy group) and related compounds by reductive alkylation of natural amino acids is reported. These new amino acids serve as building units for the synthesis of backbone-cyclic peptides. They are orthogonally protected at the α-amino position by butoxycarbonyl (Boc) or 9-fluorenylmethoxycarbonyl (Fmoc), using trimethylsilyl temporary protection, to allow for their incorporation into peptides by solid phase peptide synthesis.
3,3-Diethoxypropyl-lithium: A Masked Lithium Propanal Homoenolate in Organic Synthesis
Barluenga, Jose,Fernandez, Jose R.,Rubiera, Covadonga,Yus, Miguel
, p. 3113 - 3118 (2007/10/02)
3,3-Diethoxypropyl-lithium is prepared by lithiation of the corresponding chlorinated precursor with lithium naphthalenide at -78 deg C; the reaction of this masked propanal homoenolate with different elctrophilic reagents CO, (CH2)7CO, PhCOMe, PhCH=NPh, PhCONEt2, PhCN, c-C6H11CN, 4-MeC6H4CN> leads to the corresponding mono- and bi-functionalized compounds.In the case of the reaction with aldehydes or ketones the prepared crude products are oxidized with m-chloroperbenzoic acid, yielding directly the γ-substituted butyrolactones.
3,3-Diethoxypropyl-lithium: A Masked Lithium Propanal Homoenolate
Barluenga, Jose,Rubiera, Covadonga,Fernandez, Jose R.,Yus, Miguel
, p. 425 - 426 (2007/10/02)
3,3-Diethoxypropyl-lithium is prepared by lithiation of the corresponding chlorinated precursor with lithium naphthalenide at - 78 deg C; the reaction of this masked propanal homoenolate with different electrophilic reagents leads to the corresponding mono- and bi-functionalized compounds.
