2-Amino-2- -l,3-propanediol

Methyl-2-amino-l,3-propanediol, Nitroform, Formaldehyde, Ethanol, Magnesium sulfate. Acetic anhydride. Nitric acid. Sodium bicarbonate... 

Pentryl Homologs. A series of explosive compds related to pentryl were prepd by den Otter(Ref 2) by nitrating the products of reaction obtained by reacting 1-amino-2,3 propanediol or 2-amino-l,3-propanediol with dinitrochlorobenzene, dinitrodichlorobenzene or dinitrochloronaphthalene. Most of these compds are listed in this work separately. Waldkotter(Ref 3) prepd a series of compds, some of them explosive, obtained by nitrating the products of the interaction of hydroxy e thy lamine with halo-benzene. Kremer MeItsner(Ref 4) prepd a number of chloro-nit roanilino- and chloraminoaniline alkanols, intermediates of pentryl homo logs Refs l)Beil - not found 2)H.P.den Otter, Rec 57,17-24(1938) CA 32,3354(1938) 3)K.F.Waldkdtter,Rec 57,1296—8(1938) ... 

Amino-2,4,6-triiodo-isophthalic acid Thionyl chloride DL-2-Acetoxypropionyl chloride 2-Amino-l,3-propanediol... 

The purified intermediate melted at 210°C. 70.9 g (0.10 mol) of the intermediate was dissolved in 150 ml dimethylacetamide, and 15 g (0.08 mol) tributylamine was added. The mixture was heated to 50°C, and 56.6 g (0.62 mol) 1,3-dihydroxyisopropylamine (2-amino-l,3-propanediol) dissolved in 80 ml dimethylacetamide was added drop by drop. The reaction went to completion within a few hours, and the reaction mixture was evaporated to dryness in a vacuum. The oily residue was added to 350 ml methylene chloride with vigorous agitation, and the resulting precipitate was filtered off and purified by repeated suspension of warm methylene chloride. 

Glycerol-jS-monoamine. See 2-Amino-l,3-propanediol and its nitrated derivatives in Vol 1, p A251-L R... 

An interesting observation was made when o-aminophenol (2-411) was employed in the reaction with carbethoxypiperidone 2-410 and acrolein (Scheme 2.98). In this case, the spirocyclic scaffold 2-412 was exclusively formed in 67% yield. This result can be explained by invoking a stereoelectronic control due to the presence of the aromatic ring which prevents the formation of the corresponding fused tetracyclic isomer. Moreover, both reactive sites can simultaneously be functionalized using 2-amino-l,3-propanediol (2-413) as partner in the multicomponent reaction. This leads to the formation of three new cycles... 

Trinitrophenylamino)l,3-propanediol or 2-(2, 4, 6 -Trinitrophenylamino)-1,3-dihydroxy-propane (OjN)jC Hj.NH.CH-(CH,OH) mw 302.20, N 18.54%. Yel solid, mp 150 insol in petr eth, chlf, CCI4 benz sol in w, ale, acet NB. Can be prepd by boiling an ale soln of 2-amino-l,3-propanediol with 2,4,6-trinitrochlorobenzene in the presence of Na acetate. It exploded on heating or on impact but milder than its higher nitrated product described below... 

Preparation. The 4S,5S-(-)-isomer of this oxazole can be prepared from lS,2S-(+)-l-phenyl-2-amino-l,3-propanediol (Aldrich, Strem). 

Phenyl-2-amino-l, 3-propanediol, 386 Phenylation, 28, 104 Phenylazomalondialdehyde, 417 3-Phenylbutanoic acid, 416 7-Phenylbutyric acid, 20, 21, 127 S-Phenyl-y-butyrolactone, 20-21, 127 Phenyl chlorosulfite, 456... 

Names of compounds (a) bromamphenicol = D-/)u e (lf, 2/ )-l- )-nitrophenyl-2-b omoacctamido-l,3-propanediol (b) chloramphenicol base = D-[Pg.703]

A mixture of 2-hydroxymethyl-2-amino-l,3-propanediol, 2,5-hexanedione, and glacial acetic acid in toluene stirred and refluxed until after 8 hrs. water separation in a Dean-Stark trap has ceased l,7-dimethyl-4-hydroxymethyl-2,6-dioxa-10-azatricyclo[5.2.1.04,i0]decane. Y 69%. F. e. and procedures s. H. Smith Broad-bent et al., J. Heterocyclic Chem. 13, 337 (1976). 

Serinolipids contain 2-amino-l,3-propanediol (serinol), usually 2S (see Chapter 28 for more details). 

Serinohpids contain a serinol molecule, which is 2-amino-l,3-propanediol, and it was not imtil 1999 that the first serinohpids of marine origin were isolated these were didemniserinolipids A-C, which were extracted from an imdetermined species of Didemnum harvested on the coast of Sidawesi (Indonesia). A subsequent study has shovm that the derivatives pubhshed in 1999 were forms of authentic natural compoimds desulfated at carbon 31 (Gonzalez, Rodriguez, and Jimenez, 1999 Kiyota et al., 2002). 

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