A practical synthesis of an HIV protease inhibitor intermediate - diastereoselective epoxide formation from chiral α-aminoaldehydes

Tetrahedron

Volumn 51, Issue 23, 1995, Pages 6397-6410

  Ng, John S ^a   Przybyla, Claire A ^a   Liu, Chin ^a   Yen, Joe C ^a   Muellner, Frank W ^a   Weyker, Cara L ^a  

^a Pharmacia   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; PROTEINASE INHIBITOR; UREA DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; HUMAN IMMUNODEFICIENCY VIRUS 1; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

HUMAN IMMUNODEFICIENCY VIRUS; HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 0029019630     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(95)00309-V     Document Type: Article

References (35)

1. Complete nucleotide Sequence of the AIDS virus, HTLV-III
2. Discovery of a novel class of potent HIV-1 protease inhibitors containing the (R)-(hydroxyethyl)urea isostere
3. The first direct preparation of chiral functionalised ketones and their synthetic uses
4. An expedient approach to (2R,3S)-3-azido-1,2-epoxy-4-phenyl butane: A key intermediate for HIV protease inhibitors
5. A synthetic route to anti aminoalkyl epoxides by stereocontrolled reductive amination of ketoepoxides
6. A concise, general enantioselective synthetic route to 2(R)- and 2(S)-[1?(S)-azido-2-phenylethyl]oxirane and related epoxides
7. Highly diastereoselective alkylations of chiral amide enolates: new routes to hydroxyethylene dipeptide isostere inhibitors of HIV-1 protease
8. A facile and enantiospecific synthesis of 2(S)- and 2 (R)[1?(S)-azido-2-phenylethyl]oxirane
9. A stereocontrolled synthesis of hydroxyethylene dipeptide isosteres using novel, chiral aminoalkyl epoxides and .gamma.-(aminoalkyl)-.gamma.-lactones
10. Stereoselektive Synthese von β-Aminoalkoholen aus optisch aktiven α-Aminosäuren
11. Stereoselective Synthesis ofβ-Amino Alcohols from Optically Activeα-Amino Acids
12. Oxidation of long-chain and related alcohols to carbonyls by dimethyl sulfoxide "activated" by oxalyl chloride