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N,N-Dimethylformamide dineopentyl acetal helps in the lactonization of ω-hydroxyacids, giving lactones of up to 16-membered rings. It can be used to convert primary alcohols to alkylating agents for use in the alkylation of thiols. It is used in the esterification of Nα-9-fluorenylmethyloxycarbonylamino acids. It was used in the synthesis of 1,3-dialkyl, benzyl and cyclohexyl barbiturate derivatives. It was used as reagent during the synthesis of L-serine and L-cystine stereospecifically labeled with deuterium at the β-position.
F Albericio; G Barany. Improved approach for anchoring N alpha-9-fluorenylmethyloxycarbonylamino acids as p-alkoxybenzyl esters in solid-phase peptide synthesis. International Journal of Peptide and Protein Reseach.1985, 26, (1), 92-97.
F Albericio; G Barany. Application of N,N-dimethylformamide dineopentyl acetal for efficient anchoring of N alpha-9-fluorenylmethyloxycarbonylamino acids as p-alkoxybenzyl esters in solid-phase peptide synthesis. International Journal of Peptide and Protein Reseach.1985, 23, (4), 342-349.
This hindered acetal, in conjunction with an alcohol, converts carboxylic acids to esters of that alcohol: Angew. Chem. Int. Ed., 3, 62 (1964); Helv. Chim. Acta, 48, 1746 (1965). For application to the lactonization of ω-hydroxyacids, giving lactones of up to 16-membered rings, in modest yield, see: Angew. Chem. Int. Ed., 16, 876 (1977). Similarly, can be used to convert primary alcohols to alkylating agents for use in the alkylation of thiols (e.g. 2-Mercaptopyrimidine, A13382): Tetrahedron Lett., 585 (1972).
Hazard Statements: H226
Flammable liquid and vapour.
Precautionary Statements: P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378q-P501c
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant