2-Amino-2-benzyl- -Hydrochlorid

An unusual by-product was obtained in small yield in palladium-catalyzed reduction of 2-amino-4,5-dimethoxyindanone hydrochloride, The reduction was done in two stages first, a rapid absorption of 1 mol of hydrogen at 38 C to give the amino alcohol, and then a much slower reduction in the presence of HCIO4 at 70 "C. The rearranged by-product was shown to arise from attack of acid on the amino alcohol (50), Resistance to hydrogenolysis is characteristic of / -amino aromatic alcohols (56), a fact that makes reduction of aromatic oximino ketones to amino benzyl alcohols a useful synthetic reaction. 

Jacobsen and co-workers also described the highly enantioselective hydrocyanation of ketimines with the urea analogue. After recrystallisation of the corresponding Strecker adduct, formylation and hydrolysis, the N-benzyl R-methylphenylglycine, was obtained. The R-amino acid hydrochloride is obtained in 93% overall yield with > 99.9% ee on a gram scale [149]. 

Cyclization of the bis-epoxides 123 (mixtures of diastereomers) with benzylamine afforded the azepanes 124 in a preferential 1-endo-tet methodology (Equation 17) <1995JOC5958> however, with the corresponding 3,4-benzyl ethers of the bis-epoxides rather than the // / -acetonide protecting group, no cyclization to six-membered ting species was observed. The azepanes 124 were then converted in two steps to the amino sugar hydrochloride salts 126 via the N-debenzylated intermediates 125 (Scheme 16). 

THEOPHYLLINE, 8-BENZYL-7-(2- (ETHYL (2-HYDROXYETHYL) AMINO) ETHYL) -.HYDROCHLORIDE... 

Diphenylsilane is compatible with the ester group at C-4 in azetidin-2-ones 203 and reduces only the amide carbonyl group affording azetidin-2-carboxylates 204 (Equation 55) <2004TL2193>. Removal of the />-methoxy-benzyl group from azetidin-2-carboxylates 204 allowed the preparation of conformationally strained amino ester hydrochlorides. 

Dihydroxy-a-[(isopropylamino) methyl] benzyl alcohol hydrochloride 1, 2-Benzenediol, 4-[1-hydroxy-2-[(methyl-ethyl)-amino] ethyl]-, hydrochloride Isoprenaline Hydrochloride BP Int. P., Isoproterenol Hydrochloride USP ... 

Step 4 A solution of 20 grams of the above amino alcohol is dissolved in 50 ml of dry chloroform and treated with dry hydrogen chloride until acid. Then a solution of 9 grams of thionyi chloride in 50 ml of dry chloroform is added and the reaction mixture is heated on a water bath at 50°-60°C for 2 hours. Most of the chloroform is removed by distillation under reduced pressure. Addition of ether to the residue causes the product to crystallize. After recrystallization from a mixture of alcohol and ether, the N-(phenoxyisopropyl)-N-benzyl-0-chloroethylamine hydrochloride melts at 137.5°-140°C. 

L-alanylglycyl-L-cysteinyl-L-lysyl-L-asparaginyl-L-phenylalanyl-L-phenylalanyl-L-tryptophanyl-L-lysyl-L-threonyl-L-threonyl-L-cysteine 6-0-benzoyl-N-(benzyloxycarbonyl) methylamide 4,6-0-benzylidene-N-benzylidene-N-(benzyloxycarbonyl) methylamide N- (benzyloxy carbonyl) -N-(benzyloxycarbonyl)-, amide N-(benzyloxycarbonyl)-, hydrazide N-(benzyloxycarbonyl)-, methylamide N-(benzyloxycarbonyl)-, methyl ester N-(benzyloxycarbonyl)-L-alanyl-L-alanine methyl ester N-(benzyloxycarbonyl)-L-alanylglycine ethyl ester N-(benzyloxycarbonyl)glycyl-L-alanine methyl ester 3,4,6-tri-0-acetyl-2-amino-2-deoxy-N-(benzyloxycarbonyl)-, benzyl ester, hydrochloride... 

This approach (Scheme 3) has been applied (53JCS1636) to the synthesis of 4(5)-aminoimidazole derivatives with potential antihistamine or anthelmintic properties. For example, 4(5)-amino-2-thymyloxymethylimidazole (47) was obtained from benzyl-thymyloxy acetothioimidate hydrochloride (42) (75%). Similarly, 4(5)-amino-2-phenylimidazole (48) and 4(5)-amino-2-(thiophen-3-yl)imidazole (49) were prepared (72CA19645) from benzyl-phenyl acetothioimidate hydrochloride (43) and benzyl-(thiophen-3-yl) acetothioimidate hydrochloride (44), respectively. 

FMF Chen, NL Benoiton. Hydrochloride salts of amino acid benzyl esters from />-toluenesulfonates. Int J Pept Prot Res 27, 221, 1986. 

Scheme 10.8 outlines the application of rhodium-catalyzed allyhc amination to the preparation of (il)-homophenylalanine (J )-38, a component of numerous biologically active agents [36]. The enantiospecific rhodium-catalyzed allylic amination of (l )-35 with the lithium anion of N-benzyl-2-nitrobenzenesulfonamide furmshed aUylamine (R)-36 in 87% yield (2° 1° = 55 1 >99% cee) [37]. The N-2-nitrobenzenesulfonamide was employed to facilitate its removal under mild reaction conditions. Hence, oxidative cleavage of the alkene (R)-36 followed by deprotection furnished the amino ester R)-37 [37, 38]. Hydrogenation of the hydrochloride salt of (l )-37 followed by acid-catalyzed hydrolysis of the ester afforded (i )-homophenylalanine (R)-3S in 97% overall yield. 

In analoger Weise lassen sich konfigurativ einheitliche, 2-substituierte 1-Amino-cy-clohexan-Hydrochloride herstellen. Man erhiilt so in ahnlich hohen Ausbeuten und mit hohen ee-Werten die Hydrochloride von optisch-aktivem 2-Amino-1-methyl-, 2-Amino-1-ethyl-, 2-Amino-1-benzyl- und 2-Amino-l-phenyl-cyclohexan2. 

Physical Properties. The molecular weight of dalbaheptides ranges from about 1150 to 2200. Pure dalbaheptides are obtained as colorless or whitish amorphous powders that usually retain water and solvents. Dalbaheptides are generally water-soluble. Teicoplanin can be obtained as an internal sail or as a partial monoalkaline (sodium) salt depending on tile pH of the aqueous solution in the final purification step. Other dalbaheptides arc obtained as acidic salts, such as hydrochlorides (vancomycin, actaplanin) or sulfates (ristocetin A, avoparcin, eiemomycin). The presence of amino, carboxyl, benzylic, and phenolic hydroxyl functions, sugars, and aliphatic chains influences both water solubility and total charge. 

INDOLE, 5-BENZYLTHIO-3- (2-METHYLAMINOPROPYL)-INDOLE, 3 (2-PYRIDYLMETHYL) -INDOLE, 3-(l-METHYL-3-PIPERIDYLME7HYL)-INDOLE, 5-DIMETHYLAMINO-3-(2-(DIMETHYLAMINO) ETHYL) -INDOLE, 5- (DIMETHYLAMINO) -3- ((DIMETHYLAMINO) METHYL )-INDOLE. 3-BENZYL-5-(DIMETHYLAMINO)-INDOLE, 5-(DIMETHYLAMINOJ-3-(PIPERIDINOMETHYL)-INDOLE, 3-((DIMETHYLAMINO)METHYL) -6-NITRO-INDOLE, 5- (DIMETHYLAMINO) -3-MORPHOLINOMETHYL-INDOLE, 5-METHOXY-3-(2-AMINOPBOPYL)-, HYDROCHLORIDE INDOLE, 5-METHOXY-3-(2-(1 -PYRROLIDINYL)ETHYL)-INDOLE, 3" (2-AMIN0-2-METHYLPR0PYL) -INDOLE, 3-(2-(DIMETHYLAMIN0)ETHYL)-, HYDROCHLORIDE INDOLE. 3-( (DIMETHYLAMINO)METHYL)-7-METHYL-INDOLE, 3-(2-AMINO-1.1-DIMETHYLETHYL- 5 FLUORO-INDOLE. 3-(2-AMINOETHYL)-7-METHYL-... 

THIENO(2,3-c)PYRIDINE-3-CARBOXYLIC ACID, 2-AMINO-6-BENZYL-4.5.6.7-TETRAHYDRO-, ETHYL ESTER. HYDROCHLORIDE... 

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