Heterocycles from Amino Acids

Calaza, Manuel; Cativiela, Carlos

doi:10.1002/9783527631803.ch2

Cited by 5 publications

(4 citation statements)

References 113 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…3.5. Ring-Opening of P(G HSL ) 26 P(G HSL ) 26 (7) was reacted with 3-(dimethylamino)-1-propylamine (DMAPA) and 4-DMAP as a nucleophilic catalyst in a ring-opening reaction in DMF at room temperature (Scheme 7a). The synthesized P(G HSL,o ) 26 (8) was purified by precipitation in diethyl ether, followed by dialysis in MeOH and characterized by 1 H, 13 C NMR spectroscopy and SEC analysis (Figures S22-S24).…”

Section: Ring-opening Of P(g Hsl )26mentioning

confidence: 99%

“…In recent years, the increasing shortage of resources and the consequential sustainable awareness has led to a change in mindset of chemists towards bio-based and renewable resources. The development of enzymatic polymer synthesis [ 1 ], multifunctional high performance fibers [ 2 ], membranes for water purification [ 3 ], transparent substrates for use in electronics from wood [ 4 , 5 ] , amino-acid based ionic liquids [ 6 ], and asymmetric building blocks [ 7 ] are results of this rethinking process. Another approach towards sustainability involves the utilization of bio-based by-products.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Homoserine Lactone as a Structural Key Element for the Synthesis of Multifunctional Polymers

et al. 2017

View full text Add to dashboard Cite

Abstract:The use of bio-based building blocks for polymer synthesis represents a milestone on the way to "green" materials. In this work, two synthetic strategies for the preparation of multifunctional polymers are presented in which the key element is the functionality of homoserine lactone. First, the synthesis of a bis cyclic coupler based on a thiolactone and homoserine lactone is displayed. This coupler was evaluated regarding its regioselectivity upon reaction with amines and used in the preparation of multifunctional polymeric building blocks by reaction with diamines. Furthermore, a linear polyglycidol was functionalized with homoserine lactone. The resulting polyethers with lactone groups in the side chain were converted to cationic polymers by reaction with 3-(dimethylamino)-1-propylamine followed by quaternization with methyl iodide.

show abstract

Section: Ring-opening Of P(g Hsl )26mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Homoserine Lactone as a Structural Key Element for the Synthesis of Multifunctional Polymers

et al. 2017

View full text Add to dashboard Cite

show abstract

“…Bulky electrophiles such as Boc-Val-NCA can also lead efficiently to the corresponding dipeptides with yields ranging from 85% to 100% (Table 6.1, entries 6-10). The urethane protecting group can also be switched to the widely used Fmoc group as treating Fmoc-Val-NCA with various amino-esters furnished the corresponding dipeptides with high conversions (Table 6.1, entries [11][12][13][14][15].…”

Section: Synthesis Of Di-and Tripeptidesmentioning

confidence: 99%

“…9,10 They are also important starting materials arising from the chiral pool for the preparation of heterocycles. 11 We describe in this chapter the application of ball-milling in peptide synthesis, including the preparation of amino acids and their protected derivatives. …”

Section: Introductionmentioning

confidence: 99%