1000046-88-7

Basic information

• Product Name: tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate
• Synonyms: tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate
• CAS NO: 1000046-88-7
• Molecular Weight: 508.058
• Mol File: 1000046-88-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate(1000046-88-7)
• EPA Substance Registry System: tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate(1000046-88-7)

Safety Data

• Hazardous Substances Data: 1000046-88-7(Hazardous Substances Data)

Upstream product

• 1000046-87-6 N-{(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl]ethyl}-2-nitrobenzenesulfonamide 
• 1000046-86-5 4-(2-chlorophenyl)-2,2-dimethylpiperazin-2-one 
• 1000045-31-7 (3S,5S)-3-isopropyl-5-[(2S)-1-(2-nitrobenzenesulfonyl)aziridine-2-yl]dihydrofuran-2-one 
• 1000045-29-3 N-{(1S)-2-hydroxy-1-[(2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl]ethyl}-2-nitrobenzenesulfonamide 
• 1000146-73-5 C₉H₁₇NO₃ 
• 1000045-28-2 (3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one 
• 1056674-54-4 (3S,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-isopropyldihydrofuran-2(3H)-one 
• 1187941-31-6 C₂₆H₃₁NO₄ 
• 1000045-24-8 (2S,4E)-6-(benzyloxy)-2-isopropylhex-4-enoic acid 
• 145589-03-3 (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one 
• 1000046-89-8 4-{(2S)-2-amino-2-[(2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl]ethyl}-1-(2-chlorophenyl)-5,5-dimethylpiperazin-2-one 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 1000046-96-7 {(1S,2S,4S)-1-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-ylmethyl]-4-cyclopentylcarbamoyl-2-hydroxy-5-methylhexyl}carbamic acid t-butyl ester 
• 1000046-90-1 tert-butyl {(2S,3S,5S)-5-[(3-amino-2,2-dimethyl-3-oxopropyl)carbamoyl]-1-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-3-hydroxy-6-methylheptan-2-yl}carbamate 
• 1000046-99-0 {(1S,2S,4S)-4-butylcarbamoyl-1-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-ylmethyl]-2-hydroxy-5-methylhexyl}carbamic acid t-butyl ester 
• 1000048-17-8 {(1S,2S,4S)-1-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-ylmethyl]-2-hydroxy-5-methyl-4-(2,2,2-trifluoroethyl)carbamoylhexyl}carbamic acid t-butyl ester 
• 1000046-93-4 {(1S,2S,4S)-1-[4-(2-Chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-ylmethyl]-2-hydroxy-5-methyl-4-[(S)-2-methylbutylcarbamoyl]hexyl}carbamic acid t-butyl ester 
• 1436429-77-4 tert-butyl {(2S,3S,5S)-1-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-5-[(2,2-dimethylpropyl)carbamoyl]-3-hydroxy-6-methylheptan-2-yl}carbamate 
• 1000048-12-3 (2S,4S,5S)-5-amino-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-4-hydroxy-N-(trans-4-hydroxycyclohexyl)-2-isopropylhexanamide fumarate 
• 1000048-01-0 (2S,4S,5S)-5-amino-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-4-hydroxy-2-isopropyl-N-(tetrahydro-2H-pyran-4-yl)hexanamide fumarate 

Relevant articles and documents

Lead optimization of 5-amino-6-(2,2-dimethyl-5-oxo-4-phenylpiperazin-1-yl)- 4-hydroxyhexanamides to reduce a cardiac safety issue: Discovery of DS-8108b, an orally active renin inhibitor

With the aim to address an undesired cardiac issue observed with our related compound in the recently disclosed novel series of renin inhibitors, further chemical modifications of this series were performed. Extensive structure-activity relationships studies as well as in vivo cardiac studies using the electrophysiology rat model led to the discovery of clinical candidate trans-adamantan-1-ol analogue 56 (DS-8108b) as a potent renin inhibitor with reduced potential cardiac risk. Oral administration of single doses of 3 and 10 mg/kg of 56 in cynomolgus monkeys pre-treated with furosemide led to significant reduction of mean arterial blood pressure for more than 12 h.