2- Amino-l-propanol

Similar procedures have been used in preparing other 2-alkylaminoethanols and N-alkyl derivatives of l-amino-2-pro-panol, 2-amino-l-propanol, 3-amino-l-propanol, 2-amino-l-bu-tanol, and l-amino 2-methyl-2-propanol. ... 

Whereas silylation-amination of 2-amino-5,8-dihydroxypyrimido[4,5-d]pyridazine 269 with 3-amino-l-propanol, HMDS 2, and TsOH affords, after 24 h at 120-140 °C, the mono-8-hydroxypropylamino derivative 270 in 50% yield [79], reaction of 269 with a shght excess of ethanolamine and HMDS 2 provides, after 30 h at 120-150°C, only 20% of the bis(amino) product 271 [79]. (Scheme 4.31) A larger excess of ethanolamine and longer reaction times wiU certainly increase the yield of 271. 

Reaction of 3-amino-l-propanol and 5-bromo-5-deoxy-r/-furanoxylose 469 in DzO was monitored by H NMR spectroscopy (Scheme 43). The a-anomer of trihydroxypyrido[2,l- ][l,3]oxazine 470 formed 20 times faster, but the P-anomer 471 was more stable (Ai /p 7.3). The faster formation of the a-anomer is a consequence of a kinetic anomeric effect that destabilizes the transition state for equatorial N-alkylation and formation of the P-anomer 471 <2000JOC889>. 

A reactor containing the step 1 product (0.1 mol) dissolved in 300 ml of methanol was treated with 3-amino-l-propanol (0.1 mol) and then refluxed for 48 hours. The mixture was then cooled to ambient temperature and concentrated and then redissolved into 200 ml of CH2Cl2. The mixture was washed three times with 100 ml water, dried with Na2SC>4, rewashed three times with 100 ml water, and redried using Na2S04. After reconcentration and recrystalization from methanol 14.5 g of product was isolated as a white solid. 

Figure 12. Reaction of protein-bound gossypol with 3-amino-l-propanol in the presence of acetic acid in DMF solution (4)...

Examples of the preparation of oxazines and thiazines on insoluble supports are listed in Table 15.34. 3,l-Benzoxazin-4-ones can be prepared by intramolecular O-acy-lation of /V-aminocarbonyl anthranilic acids (Entry 1, Table 15.34). The resulting ben-zoxazinones are sufficiently stable towards acids to enable TFA-mediated cleavage from a Wang linker [410]. 1,3-Oxazines have also been obtained by acidolytic cleavage of functionalized 3-amino-l-propanols from Wang resin (Entry 4, Table 3.30). 

To a 12 L 3-neck round bottom flask was added isopropyl acetate (6.5 L). The solvent was cooled to 0°C in an ice-water bath and 3-amino-l-propanol (1.14 kg, 15.1 mol) was added in one portion. To this stirring solution, benzyl chloroformate (1.20 kg, 7.03 mol) was added dropwise over 2 hours while maintaining the internal temperature of the flask between 10-15°C. After the addition was complete, the reaction mixture was allowed to stir for an additional 0.3 hour after which time water (3.5 L) was added in one portion. The solution was then partitioned and washed with an additional 2 times 3.5 L of water. The organic layer was dried over potassium carbonate and concentrated to give a solid that was dissolved in excess isopropyl acetate and precipitated from solution by adding the compound to heptane. The solid was filtered under nitrogen to yield 1.20 kg (82%) of N-carbonylbenzyloxy-3-aminopropanol as a colorless solid. 

A mixture of 335 mL of DMSO and 9 L of methylene chloride were chilled to -48°C. 313 mL of oxalyl chloride was added over 25 min at temperature below -40°C. At -48°C added 500 g of N-carbonylbenzyloxy-3-amino-l-propanol dissolved in 1 L of methylene chloride. 1325 mL of triethylamine was added at such a rate that the temperature remained below -40°C. After stirring an additional 15 min, the mixture was allowed to warm to -30°C, then added 2.5 L of 20% aqueous potassium dihydrogen phosphate. Stirred for one hour, then separated the layers, washed the organic layer with brine, and dried with magnesium sulfate. The resulting N-carbonylbenzyloxy-3-aminopropanal was... 

Synthesis of the First Chlorinated Ansa Precursor upon Reaction of N3P3C15(CH3) with 3-Amino-l-Propanol... 

SYNS P-ALANINOL Y-AMINOPROPAN OL 3-AMINOPROPANOL 3-AMINO-l-PROPANOL 3-AMINOPROPYL ALCOHOL 3-HYDROXYPROPYL-AMINE PROPANOLAMINE 1,3-PROPANOLAMINE... 

The reaction of polymer-bound 5-(2-bromoacetyl)pyrroles with selenourea in DMF led to selenazolylpyrroles (Fig. 6.16c, d) with HPLC-purities ranging from 0% to 85%. No product was obtained when 3-amino-l-propanol was used as the amino component purities in all other cases were > 70 %. 

Figure 1. Effect of total pressure on the conversion of 2,2-dimethyl-1,3-propanediol ( ), and the selectivity for 2,2-dimethyl-3-amino-l-propanol ( ),...

AMINO-l-PROPANOL (156-87-6) C3H9NO Combustible liquid (flash point 175°F/79°C). Violent reaction with strong oxidizers, strong acids, isopropyl percarbonate, nitrosyl perchlorate. Contact... 

AMINO-l-PROPANOL (156-87-6) Combustible liquid (flash point I75°F/79°C). Violent reaction with strong oxidizers, strong acids, isopropyl percarbonate, nitrosyl perchlorate. Incompatible with aldehydes, nonoxidizing mineral acids, cellulose nitrate (of high surface area), eresols. isocyanates, nitrates, nitric acid, organic anhydrides, phenols, sulfuric acid. Attacks aluminum, copper, zine. or their alloys, and galvanized steel. 

This urethane can be prepared from 3-amino-l-propanol and ethylene carbonate (73% yield). ... 

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