147912-04-7

Basic information

• Product Name: Carbamic acid, [(1S,2S,4R)-5-[[(1S,2R)-2,3-dihydro-2-hydroxy-1H-inden-1-yl]amino]-2- [[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxo-1,4-bis(phenylmethyl)pentyl]- , 1,1-dimethylethyl ester
• CAS NO: 147912-04-7
• Molecular Formula: C39H54N2O5Si
• Molecular Weight: 658.954
• Mol File: 147912-04-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [(1S,2S,4R)-5-[[(1S,2R)-2,3-dihydro-2-hydroxy-1H-inden-1-yl]amino]-2- [[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxo-1,4-bis(phenylmethyl)pentyl]- , 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1S,2S,4R)-5-[[(1S,2R)-2,3-dihydro-2-hydroxy-1H-inden-1-yl]amino]-2- [[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxo-1,4-bis(phenylmethyl)pentyl]- , 1,1-dimethylethyl ester(147912-04-7)
• EPA Substance Registry System: Carbamic acid, [(1S,2S,4R)-5-[[(1S,2R)-2,3-dihydro-2-hydroxy-1H-inden-1-yl]amino]-2- [[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxo-1,4-bis(phenylmethyl)pentyl]- , 1,1-dimethylethyl ester(147912-04-7)

Safety Data

• Hazardous Substances Data: 147912-04-7(Hazardous Substances Data)

Upstream product

• 7480-35-5 (+/-)-cis-1-amino-indan-2-ol 
• 98818-51-0 N-(1,1-dimethylethoxycarbonyl)-5(S)-amino-4(S)-(t-butyldimethylsilyloxy)-6-phenyl-2(R)-(phenylmethyl)hexanoic acid 
• 7480-35-5 trans-1-aminoindan-2-ol 
• 193338-94-2 (5S,1'S)-carbetoxy-5-<1-<<(1',1-dimethylothoxy)carbonyl>amino>-2-phenylmethyl>dihydrofuran-2(3H)-one 
• 63516-03-0 α-bromo-p-toluidine 
• 565454-73-1 (1,4-dibenzyl-2-oxo-pent-4-enyl)-carbamic acid tert-butyl ester 
• 98818-42-9 (3S,5S)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one 
• 98818-48-5 C₃₆H₅₉NO₅Si₂ 
• 72155-45-4 Boc-L-phenylalaninal 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 98818-41-8 (3R,5S)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one 
• 7480-35-5 (1S,2R)-1-amino-2-indanol 

Downstream Products

• 132619-51-3 [(1S,2S,4R)-1-Benzyl-2-hydroxy-4-((1R,2S)-2-hydroxy-indan-1-ylcarbamoyl)-5-phenyl-pentyl]-carbamic acid tert-butyl ester 
• 126409-61-8 [(1S,2S,4R)-1-Benzyl-2-hydroxy-4-(2-hydroxy-indan-1-ylcarbamoyl)-5-phenyl-pentyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

Allyltrichlorostannane additions to α-amino aldehydes: Application to the total synthesis of the aspartyl protease inhibitors L-682,679, L-684,414, L-685,434, and L-685,458

The hydroxyethylene dipeptide isosteres L-682,679, L-684,414, L-685,434, and L-685,458 were synthesized in a few steps by a sequence involving an allyltrichlorostannane coupling with an α-amino aldehyde, followed by hydroboration of the corresponding 1,2-

HIV-1 protease inhibitors based on hydroxyethylene dipeptide isosteres: An investigation into the role of the P1' side chain on structure-activity

A systematic investigation was undertaken to determine the role of the P1' sidechain in a series of hydroxyethylene isostere based inhibitors of HIV-1 protease. Substitution and homologation of the benzyl P1' side chain of the Phe-Phe isostere based pseudo peptides 1 (L-682,679) and 2 (L-685,434) with various heteroalkyl groups leads to a series of extremely potent inhibitors of the enzyme. Several examples of the most potent inhibitors were very effective in an ex vivo cell based viral spread assay using human H9 T- lymphocytes and the IIIb isolate of HIV-1. Compound 19 is 120 times more potent than 1 and 16 times more potent than 2 in inhibiting the spread of infection in this assay.