6- Amino-7,8-dimcthyl

Athyl- 290 2-Amino-3-cyan- 112 2-Amino-4,5-dimcthyl-3-cyan- 351... 

Amino-5-nitroso -2,4-dioxo-l,3-dimcthyl-hexa-hydro- 697... 

Intramolecular ring opening is also exemplified in the synthesis of (4R)-4-[(/i)-2-butcnyl]-4-/V-dimcthyl-L-thrconine (MeBmt 34), an unusual //-hydroxy-a-amino acid of cyclosporine (35),30 which is a clinically used immuno-suppressing agent. 

Wang resin was purchased from Advanced ChemTech (1% DVB, 0.70mmol/g substitution, 100-200 mash, Cat. SA5009). Anhydrous tetrahydrofuran (THF), A/A-dimcthyl-formamide (DMF), methanol, dichloromethane, pyridine, 1,1 -carbonyldiimidazole (CDI), piperazine, homopiperazine, trans-1,4-diaminocyclohexane, 4-(dimethylamino)pyridine (DMAP), succinic anhydride, diglycolic anhydride, 3-methyl-glutaric anhydride, 2-aminophenol, 2-amino-p-cresol, 2-amino-4-tert-butyl phenol, /V-methylmorpholine (NMM), triphenylphosphine, diethyl azodicarboxylate (DEAD), and trifluoroacetic acid (TFA) were purchased from Aldrich Chemical Company, Inc. and used without further purification. PyBOP was purchased from Novabiochem. 

Fluorodehydroxylation of the diastcrcomeric benzylic amino alcohols, r/-cphedrine and pseudoephedrine affords, in 100% yield, the same 2 1 diastereomeric mixture of 2-fluoro-/V,l-dimcthyl-2-phenylethylamines (2). This, and also exclusive formation of 4-fluoropiperidine from both piperidin-3- and -4-ol, implies participation of stable carbeninm ion precursors.40... 

The reaction of A-(2,2-dimcthyl 4-oxo-thictan-3-yl)-acetamide 26 with complex heterocyclic amines 27a-d, cyanoguanidine derivatives 27e-f, or a sugar derivative, namely 1-amino-1-deoxy-D-fructopyranose 27g, in various conditions resulted in cysteine amide derivatives 28a-g in satisfactory yields (Table 2) <2000BML1347, 2001T7173, 2001T825, 2002BMC2303>. 

CN [2S-[2a,5a,6p(5 )]]-6-[(aminophenylacetyl)amino]-3,3-dimcthyl-7-oxo-4-thia-l-azabicyclo[3.2.0]heptane-2-carboxylic acid... 

CN 3,7-dihydro-7-l2-[(2-hydroxy-1-mcthy -2-phcnylcthyl)amino]cthyl)-1,3-dimcthyl-1 //-purinc-2,6-dionc [K-(R, S )]-cafedrine... 

RN 551-27-9 MF C ,H22N205S MW 378.45 EINECS 208-995-5 CN (25 -(2a,5a,6P)]-3,3-dimcthyl-7-oxo-6-[(l-oxo-2-phcnoxybutyl)amino]-4-thia-l-azabicydol3.2.0]hcptanc-2-carboxylic acid... 

C 2H 7N02 147781-29-1) see Chloramphenicol 4-amino-2,3-dimcthyl-l-phenyl-5-A -pyrazoIonc see under aminoantipyrine... 

C f,H 4CINO< 33369-28-7) see Zomepirac 2 -carboxy-4-chloro-3-nitrobenzophenone (C 4H8ClNO 85-54-1) see Chlortalidone [6 -[6a,7P(2)l]-l-[[2-carboxy-7-rrri2-(l,t-dimcthyl-ethoxy)-l,l-dimethyl-2-oxoethoxy imino) 2- (triphcnyl-methyl)amino)-4-thiazolyl acetyl (amino -8-oxo-S-thia-1-azabicycloI4.2.0]oct-2-en-3-yl)mcthyl pyridinium inner salt... 

S-(2u,5oc,6[i) -3,3-dimcthyl-7-oxo-6- 13-oxo-3-phenoxy-2-(3-thicnyl)-l-propcnylidene amino -4-thia-l-azabicy-clo 3.2.0 heptanc-2-carboxylic acid (4-nitrophcnyl)methyl ester... 

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