PROCESS FOR MAKING HIV PROTEASE INHIBITORS
1. A process for forming a compound (I) wherein R is selected from hydrogen, C1-10 alkoxycarbonyl or unsubstituted or substituted C1-10 alkyl wherein said substitutent is aryl or heteroaryl; and R is C1-10 alkyl or aryl; comprising (a) reacting (A), (B), (C) and (D) to form a compound (F) wherein (A...
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Zusammenfassung: | 1. A process for forming a compound (I) wherein R is selected from hydrogen, C1-10 alkoxycarbonyl or unsubstituted or substituted C1-10 alkyl wherein said substitutent is aryl or heteroaryl; and R is C1-10 alkyl or aryl; comprising (a) reacting (A), (B), (C) and (D) to form a compound (F) wherein (A) is H2 N-(CH2)2-NHR where R is as defined above; (B) is selected from a halogenated acetaldehyde or a halogenated acetaldehyde C1-2 alkylacetal; (C) is R -CO2H where R is selected from hydrogen, C1-10 alkyl, mono-, di- or tri-halogenated C1-10 alkyl or aryl; and (D) is R NC where R is as defined above; and (b) deblocking the compound (F) to form the compound (I) 2. A process for forming a compound (F) wherein R is selected from hydrogen, C1-10 alkoxycarbonyl or unsubstituted or substituted C1-10 alkyl wherein said substitutent is aryl or heteroaryl; and R is selected from hydrogen, C1-10 alkyl, mono-, di- or tri-halogenated C1-10 alkyl or aryl and R is C1-10 alkyl or aryl wherein comprising reacting an imine (C) with R NC in the presence of a carboxylic acid, R - CO2H, to form the compound (F) 3. The process of Claim 2, wherein the imine (C) is formed by reacting an ethylene diamine compound A of the formula H2N-(CH2)2-NHR with a halogenated acetaldehyde or a halogenated acetaldehyde di-C1-2 alkylacetal. 4. The process of Claim 2, wherein the compound (F) is prepared in one-pot without first isolating the imine (C) 5. The process of Claim 2, wherein R is substituted C1-5 alkyl where said substituent is heteroaryl. 6. The process of Claim 5, wherein R is and R is t-butyl. 7. A process for forming a compound (J) comprising the steps of: 1) reacting a nitrile (H) where R is a group of formula with a compound selected from t-butanol, isobutylene or t-butyl ester in the presence of a strong acid to form a compound of formula 2) resolving the racemic compound to isolate a compound 1 3) reacting the compound 1 with a compound 2 to form a compound 3 4) deblocking the compound 3 to form a compound J 8. A process for forming an amide (G) wherein R is selected from hydrogen, C1-10 alkoxycarbonyl or unsubstituted or substituted C1-10 alkyl wherein said substitutent is aryl or heteroaryl; comprising reacting a nitrile (H) with a compound selected from t-butanol, isobutylene or t-butyl ester in the presence of a strong acid to form the amide (G) 9. The process of Claim 8, wherein R is substituted C1-5 alkyl where said substituent is heteroaryl. 10. The process of Claim 11, w |
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