4293-52-1

Upstream product

• 96-20-8 2-aminobutanol 
• 18312-45-3 propan-2-one O-acetyl oxime 
• 64-19-7 acetic acid 
• 141-78-6 ethyl acetate 
• 5856-63-3 (2R)-2-aminobutan-1-ol 
• 79-20-9 acetic acid methyl ester 
• 108-24-7 acetic anhydride 
• 132201-63-9 N,O-diacetyl-2-amino-1-butanol 
• 108-22-5 Isopropenyl acetate 
• 75-36-5 acetyl chloride 

Relevant academic research and scientific papers

Chirality-directed organogel formation

New low molecular mass enantiopure organogelators (1R,4R)-1, (5)-2, (R)-3 and (R)-4 were found; racemates (R,S)-3 and (R,S)-4 have only a moderate gelating power, whereas (R,S)-1 and (R,S)-2 do not show gelating properties at all.

Green synthesis of benzamides in solvent- and activation-free conditions

Herein, we describe a clean and ecocompatible pathway for both N-benzoylation and N-acetylation of anilines, amines, diamines, and aminoalcohols using three enol esters with good yields. We have improved the use of vinyl benzoate for the direct introduction of a benzamido-moiety under solvent- and activation-free conditions. The recovered amides are easily isolated by crystallization. Copyright

Generation of cyclic ketene-N,X-acetals (X = O, S) from 2-alkyl-1,3-oxazolines and 2-alkyl-1,3-thiazolines. Reactions with acid chlorides, 1,3-diacid chlorides and N-(chlorocarbonyl) isocyanate

2-Alkyl-1,3-oxazolines, 2-alkyl-1,3-thiazolines, and the corresponding cyclic ketene-N,X-acetals (X = O, S) derived from them were reacted with monoacid chlorides, diacid chlorides, triacid chlorides. A series of these carbon-carbon bond-forming reactions and cyclizations to both substituted 2,3-dihydrooxazolo[3,2-a]pyridine-5,7-diones and 2,3-dihydrothiazolo[3,2-a] pyridine-5,7-diones proceeded under mild reaction conditions. Cyclic ketene-N,X-acetal intermediates play important roles in all these reactions. Related cyclizations with N-(chlorocarbonyl) isocyanate formed substituted 2,3-dihydrooxazolo[3,2-c]pyrimidine-5,7-diones and 2,3-dihydrothiazolo[3,2-c] pyrimidine-5,7-diones. Georg Thieme Verlag Stuttgart.

Lipase-catalysed Enantioselective Acylation of N-Protected or Unprotected 2-Aminoalkan-1-ols

Porcine pancreatic lipase (PPL) catalysed the acylation of 2-aminoalkan-1-ols; the enantiospecificity depends on the starting amino alcohol.The catalytic activity of the enzyme was markedly improved when the benzyl carbamate derivatives were used as substrates; in general, the enzyme displayed a high enantiospecificity.

Oxime esters as acylating agents in the aminolysis reaction. A simple and chemoselective method for the preparation of amides from amino alcohols

Oxime esters, such as acetone O-alkanoyl-, O-alkenoyl- or O-benzyloxycarbonyloximes, react with amines under extremely mild conditions to give the corresponding amides in very good yield. When amino alcohols are used a total chemoselectivity is observed.

LIPASE-CATALYSED KINETIC RESOLUTION OF N,O-DIACETYL-2-AMINO-1-BUTANOL IN DIISOPROPYL ETHER

N,O-Diacetyl-2-amino-1-butanol (2) on lipase-catalysed transesterification with 1-butanol in diisopropyl ether gave (S)-(-)-2 and (R)-(+)-N-acetyl-2-amino-1-butanol (3); proper stereochemistry and correct optical rotations of chiral 2 and 3, incorrectly reported in literature, were determined after their conversion to chiral 2-amino-1-butanol (1).

Enantioselective Acylation of Amino Alcohols by Porcine Pancreatic Lipase

Porcine pancreatic lipase catalysed the enantioselective acylation of the amino group of 1-aminopropan-2-ol and the N- and O-acylation of 2-aminobutan-1-ol.