138775-03-8

Basic information

• Product Name: (S)-N-1-Boc-N-4-Cbz-2-piperazine carboxylic acid
• Synonyms: (S)-N-1-Boc-N-4-Cbz-2-piperazinecarboxylic acid;(S)-4-(benzyloxycarbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid;REF DUPL: (S)-N-1-Boc-N-4-Cbz-2-piperazine carboxylic acid;(2S)-4-[(benzyloxy)carbonyl]-1-[(tert-butoxy)carbonyl]piperazine-2-carboxylic acid;(S)-1-N-BOC-4-N-Cbz-piperazine-2-carboxylic acid;1,2,4-Piperazinetricarboxylic acid, 1-(1,1-dimethylethyl) 4-(phenylmethyl) ester, (2S)-
• CAS NO: 138775-03-8
• Molecular Formula: C₁₈H₂₄N₂O₆
• Molecular Weight: 364.39
• Mol File: 138775-03-8.mol

Chemical Properties

• Boiling Point: 518.9 °C at 760 mmHg
• Flash Point: 267.6 °C
• Appearance: /
• Density: 1.272 g/cm³
• Vapor Pressure: 1.36E-11mmHg at 25°C
• Refractive Index: 1.555
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (S)-N-1-Boc-N-4-Cbz-2-piperazine carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-1-Boc-N-4-Cbz-2-piperazine carboxylic acid(138775-03-8)
• EPA Substance Registry System: (S)-N-1-Boc-N-4-Cbz-2-piperazine carboxylic acid(138775-03-8)

Safety Data

• Hazardous Substances Data: 138775-03-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-N-1-Boc-N-4-Cbz-2-piperazine carboxylic acid is used as a building block for the synthesis of various pharmaceuticals due to its piperazine core and the presence of Boc and Cbz protecting groups, which facilitate the creation of complex drug molecules.
Used in Organic Synthesis:
(S)-N-1-Boc-N-4-Cbz-2-piperazine carboxylic acid is used as a protected intermediate in the synthesis of other compounds, where the Boc and Cbz groups can be selectively removed to reveal functional groups necessary for further reactions or the formation of final products.
Used in Drug Development:
(S)-N-1-Boc-N-4-Cbz-2-piperazine carboxylic acid is used as a starting material for the development of new drugs, as its carboxylic acid group and protected functional groups can be utilized to create a wide range of pharmaceutically relevant molecules.

InChI:InChI=1/C18H24N2O6/c1-18(2,3)26-17(24)20-10-9-19(11-14(20)15(21)22)16(23)25-12-13-7-5-4-6-8-13/h4-8,14H,9-12H2,1-3H3,(H,21,22)/t14-/m0/s1

Upstream product

• 194934-76-4 (S)-6-Hydroxy-piperazine-1,2,4-tricarboxylic acid 4-benzyl ester 1-tert-butyl ester 
• 194934-75-3 (S)-N₂-(tert-butoxycarbonyl)-N₃-(benzyloxycarbonyl)-N₃-(2-propenyl)-2,3-diaminopropanoic acid 
• 98541-64-1 (S)-3-(tert-butoxycarbonylamino)-oxetan-2-one 
• 501-53-1 benzyl chloroformate 
• 194934-72-0 (S)-3-Allylamino-2-tert-butoxycarbonylamino-propionic acid 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 796096-64-5 (S)-piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 885698-82-8 tert-butyl 4-(2-cyanopropan-2-yl)piperazine-1-carboxylate 
• 3262-72-4 (S)-N-(tert-butoxycarbonyl)serine 
• 147650-70-2 (2S)-piperazine-2-carboxylic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 138812-69-8 (S)-4-(benzyloxycarbonyl)piperazine-2-carboxylic acid 
• 57260-71-6 1-t-Butoxycarbonylpiperazine 
• 1313278-42-0 (S)-4-benzyl 1-tert-butyl 2-methyl piperazine-1,2,4-tricarboxylate 

Downstream Products

• 172820-50-7 4-benzyloxycarbonyl-1-tert-butoxycarbonylpiperazine-2-(N-tert-butyl)carboxamide 
• 363189-18-8 (2S)-2-[[[(1R)-2-[4-cyclohexyl-4-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperidinyl]-1-[(4-fluorophenyl)methyl]-2-oxoethyl]amino]carbonyl]-1,4-piperazinedicarboxylic Acid 1-(1,1-dimethylethyl) 4-(phenylmethyl) Ester 
• 834888-51-6 2-[2-(4-tert-butylcarbamoyl-4-cyclohexyl-piperidin-1-yl)-1-(4-fluoro-benzyl)-2-oxo-ethylcarbamoyl]-piperazine-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester 
• 329259-25-8 (S)-1-[(3S,4S)-4-Benzyl-5-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-2,5-dioxo-pentyl]-4-pyridin-3-ylmethyl-piperazine-2-carboxylic acid tert-butylamide 
• 329259-29-2 (S)-1-[(3R,4S)-4-Benzyl-5-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-2,5-dioxo-pentyl]-4-pyridin-3-ylmethyl-piperazine-2-carboxylic acid tert-butylamide 
• 329259-23-6 (S)-1-[(2R,3S,4S)-4-Benzyl-5-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-2-hydroxy-5-oxo-pentyl]-4-pyridin-3-ylmethyl-piperazine-2-carboxylic acid tert-butylamide 
• 329259-27-0 (S)-1-[(2S,3R,4S)-4-Benzyl-5-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-2-hydroxy-5-oxo-pentyl]-4-pyridin-3-ylmethyl-piperazine-2-carboxylic acid tert-butylamide 
• 150407-68-4 (S)-2-tert-butylcarboxamide-4-benzyloxycarbonylpiperazine 
• 360558-29-8 (S)-1-[(2R,3S,4S)-4-Benzyl-5-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-2-hydroxy-5-oxo-pentyl]-piperazine-2-carboxylic acid tert-butylamide 
• 360558-67-4 (S)-1-[(2S,3R,4S)-4-Benzyl-5-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-2-hydroxy-5-oxo-pentyl]-piperazine-2-carboxylic acid tert-butylamide 
• 159532-59-9 (2S)-1-{[(1,1-dimethylethyl)oxy]carbonyl}-2-piperazinecarboxylic acid 
• 913359-59-8 4-benzyl 1-tert-butyl (2S)-2-{[(1R)-1,2,3,4-tetrahydro-1-naphthalenyl-amino]carbonyl}-1,4-piperazinedicarboxylate 
• 1222199-86-1 (S)-4-benzyl 1-tert-butyl 2-(4-(4-fluorophenoxy)phenylcarbamoyl)-piperazine-1,4-dicarboxylate 
• 1313278-42-0 (S)-4-benzyl 1-tert-butyl 2-methyl piperazine-1,2,4-tricarboxylate 

Relevant articles and documents

ISOBARIC MASS LABELS

The present invention relates to a set of two or more mass labels, wherein each mass label comprises the formula: [in-line-formulae]X-L-M-Re[/in-line-formulae] wherein X is a reporter moiety having an exact mass, L is a bond cleavable by collision in a ma

PHENYL AMINO PIPERIDINE mTORC INHIBITORS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same.

Synthesis of Enantiopure Piperazines via Asymmetric Lithiation-Trapping of N-Boc Piperazines: Unexpected Role of the Electrophile and Distal N-Substituent

A new method for the synthesis of enantiopure α-substituted piperazines via direct functionalization of the intact piperazine ring is described. The approach utilizes the asymmetric lithiation-substitution of an α-methylbenzyl-functionalized N-Boc piperaz

SAR studies on a series of N-benzyl-4-heteroaryl-1-(phenylsulfonyl) piperazine-2-carboxamides: Potent inhibitors of the polymerase enzyme (NS5B) of the hepatitis C virus

Described herein is the initial optimization of (+/-) N-benzyl-4- heteroaryl-1-(phenylsulfonyl)piperazine-2-carboxamide (1), a hit discovered in a high throughput screen run against the NS5B polymerase enzyme of the hepatitis C virus. This effort resulted in the identification of (S)-N-sec-butyl-6-((R)-3- (4-(trifluoromethoxy)benzylcarbamoyl)-4-(4-(trifluoromethoxy)phenylsulfonyl) piperazin-1-yl)pyridazine-3-carboxamide (2), that displayed potent replicon activities against HCV genotypes 1b and 1a (EC50 1b/1a = 7/89 nM).

Asymmetric synthesis of chiral organofluorine compounds: Use of nonracemic fluoroiodoacetic acid as a practical electrophile and its application to the synthesis of monofluoro hydroxyethylene dipeptide isosteres within a novel series of HIV protease inhibitors

Two stereoselective routes to a series of diastereomeric inhibitors of HIV protease, monofluorinated analogues of the Merck HIV protease inhibitor indinavir, are described. The two routes feature stereoselective construction of the fluorinated core subunits by asymmetric alkylation reactions. The first-generation syntheses were based on the conjugate addition of the lithium enolate derived-from pseudoephedrine α-fluoroacetamide to nitroalkene 12, a modestly diastereoselective transformation. A more practical second-generation synthetic route was developed that is based on a novel method for the asymmetric synthesis of organofluorine compounds, by enolate alkylation using optically active fluoroiodoacetic acid as the electrophile in combination with a chiral amide enolate. Resolution of fluoroiodoacetic acid with ephedrine provides either enantiomeric form of the electrophile in ≥96% ee. Alkylation reactions with this stable and storable chiral fluorinated precursor are shown to proceed in a highly stereospecific manner. With the development of substrate-controlled syn- or anti-selective reductions of α-fluoro ketones 44 and 45 (diastereomeric ratios 12:1-84:1), efficient and stereoselective routes to each of the four targeted inhibitors were achieved. The optimized synthetic route to the most potent inhibitor (syn,syn-4, Ki = 2.0 nM) proceeded in seven steps (87% average yield per step) from aminoindanol hydrocinnamide 40 and (S)-fluoroiodoacetic acid, and allowed for the preparation of more than 1 g of this compound. The inhibition of HIV-1 protease by each of the fluorinated inhibitors was evaluated in vitro, and the variation of potency as a function of inhibitor stereochemistry is discussed.

RETROVIRAL PROTEASE INHIBITING PIPERAZINE COMPOUNDS

Retroviral protease inhibiting compounds of the formula: STR1 are disclosed.