108385-55-3

Upstream product

• 109687-70-9 tert-butyl (S)-(1-phenyl-3-(phenylthio)propan-2-yl)carbamate 
• 63-91-2 L-phenylalanine 
• 3182-95-4 L-Phenylalaninol 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 141403-49-8 (2S)-2-[N-(tert-butoxycarbonyl)amino]-3-phenyl-O-(4-methylphenylsulfonyl)propan-1-ol 
• 126301-19-7 (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl methanesulfonate 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 930-69-8 sodium thiophenolate 
• 119153-87-6 (C₅H₉O₂)C₉H₉NO(O)(CO₂C₂H₅) 

Downstream Products

• 124319-48-8 ((E)-2-Benzenesulfonyl-1-benzyl-3-hydroxy-5-phenyl-pent-4-enyl)-carbamic acid tert-butyl ester 
• 129491-64-1 (2S,3S,4S,5S)-2,5-bis<<(tert-butyloxy)carbonyl>amino>-3,4-dihydroxy-1,6-diphenylhexane 
• 129491-63-0 (2S,3R,4R,5S)-2,5-bis[(1,1-dimethylethoxy)carbonyl]amino-1,6-diphenyl-3,4-dihydroxyhexane 
• 144141-82-2 (2S,4S,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane 
• 168846-62-6 (2S,5S)-2,5-bis-<(1,1-dimethylethoxy)carbonylamino>-1,6-diphenylhex-3-ene 
• 168846-63-7 (2S,5S,3E)-2-[(1,1-dimethylethoxy)carbonyl]amino-5-{[(1,1-dimethylethoxy)carbonyl]-N-benzyl}amino-1,6-diphenylhex-3-ene 
• 189456-83-5 (2S,5S,3E)-2,5-bis[(1,1-dimethylethoxy)-carbonyl]amino-1-phenyl-6-(p-methoxy)phenylhex-3-ene 
• 189456-92-6 (2S,3S,4S,5S)-2,5-bis[(1,1-dimethylethoxy)carbonyl]amino-1-phenyl-6-(p-methoxy)phenyl-3,4-dihydroxyhexane 
• 189456-88-0 [1-benzyl-4-(benzyl-tert-butoxycarbonyl-amino)-5-(4-methoxy-phenyl)-pent-2-enyl]-carbamic acid tert-butyl ester 
• 155099-12-0 (2R,5S)-2-Benzyl-5-[(tert-butoxycarbonyl)amino]-6-phenyl-(E)-3-hexen-1-ol 
• 124340-33-6 2(S)-<(tert-butoxycarbonyl)amino>-1,6-diphenylhexane 
• 124319-49-9 trans-2(S)-<(tert-butoxycarbonyl)amino>-1,6-diphenyl-3,5-hexadiene 
• 155099-10-8 Methyl (S)-2,2-dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoate 

Relevant academic research and scientific papers

Synthesis of a novel C2-symmetrical (2S,5S)-2,5-bis-[(1,1 -dimethylethoxy) carbonylamino]-1,6-diphenylhex-3-ene: Applications in the synthesis of potential HIV protease inhibitors

The synthesis of a novel and versatile (2S,5S)-2,5-bis-[(1,1′-dimethylethoxy)carbonylamino]-1,6-diphenylhex-3-ene (2) based on Julia's olefination strategy coupled with its application in stereoselective preparations of HIV protease inhibitors has been discussed.

Synthesis of novel C2-symmetric and pseudo C2-symmetric based diols, epoxides and dideoxy derivatives of HIV protease inhibitors

The Julia's olefination reaction between the sulfone derivative (10) and the aldehyde (13) (both obtained from L-phenylalanine) followed by debenzylation led to the formation (2S,5S,3E)-2,5-bis-[(1,1-dimethyl ethoxy)-carbonyl]amino-1,6-diphenylhex-3-ene (

New Approaches to the Synthesis of trans-Alkene Isosteres of Dipeptides

Two new syntheses of protected dipeptide analogues bearing a trans carbon-carbon double bond in place of the amide linkage are reported.One route is a linear synthesis employing the rearrangement of an allylic selenide to a protected allylic amine.The second route is convergent and uses the Julia olefin synthesis in a key step.The latter route is fully stereocontrolled and has been used to prepare protected trans-alkene isosteres of the dipeptides TyrAla, PhePhe, LeuPhe, and LeuLeu.

A STEREOCONTROLLED SYNTHESIS OF TRANS-ALKENE ISOSTERES OF DIPEPTIDES

A general synthetic route to trans-alkene isosteres of protected dipeptides is reported.This sequence permits the fully stereocontrolled preparation of these isosteres in optically active form and in quantities sufficient for further biological study.Prep