150323-35-6

Basic information

• Product Name: (S)-2-tert-Butylcarboxamide-4-tert-butoxycarbonyl piperazine
• Synonyms: N-tert-Butyl-4-(tert-butoxycabonyl)-(S)-2-piperazine carboxamide;4-(tert-Butoxycarbonyl)-2(S)-piperazine-tert-butylcarboxamide;N-tert-Butyl-4-Boc-(S)-2-piperazine carboxamide;(S)-2-tert-Butylcarboxamide-4-tert-butoxycarbonyl piperazine,99%;(S)-2-tert-ButylcarboxaMide-4-tert-butoxycarbonyl;(3S)-3-[[(1,1-DiMethylethyl)aMino]carbonyl]-1-piperazinecarboxylic Acid 1,1-DiMethylethyl Ester;(S)-tert-Butyl 3-(tert-butylcarbaMoyl)piperazine-1-carboxylate;1-Piperazinecarboxylic acid, 3-[[(1,1-dimethylethyl)amino]carbonyl]-, 1,1-dimethylethyl ester, (3S)-
• CAS NO: 150323-35-6
• Molecular Formula: C₁₄H₂₇N₃O₃
• Molecular Weight: 285.38
• Product Categories: Chiral Reagents;Intermediates & Fine Chemicals;pharmacetical;chiral
• Mol File: 150323-35-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 105-109 °C
• Boiling Point: 437.039 °C at 760 mmHg
• Flash Point: 218.114 °C
• Appearance: White to off-white crystalline powder
• Density: 1.056 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.48
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S)-2-tert-Butylcarboxamide-4-tert-butoxycarbonyl piperazine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-tert-Butylcarboxamide-4-tert-butoxycarbonyl piperazine(150323-35-6)
• EPA Substance Registry System: (S)-2-tert-Butylcarboxamide-4-tert-butoxycarbonyl piperazine(150323-35-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• Hazardous Substances Data: 150323-35-6(Hazardous Substances Data)

Usage

Description

(S)-2-tert-Butylcarboxamide-4-tert-butoxycarbonyl piperazine is a white to off-white crystalline powder that serves as an intermediate in the synthesis of Indinavir, a protease inhibitor used in the treatment of HIV.

Uses

Used in Pharmaceutical Industry:
(S)-2-tert-Butylcarboxamide-4-tert-butoxycarbonyl piperazine is used as a chemical intermediate for the synthesis of Indinavir, a potent protease inhibitor. Its role in the synthesis process is crucial for the development of effective antiretroviral medications that help combat the progression of HIV in patients.
As a key component in the production of Indinavir, (S)-2-tert-Butylcarboxamide-4-tert-butoxycarbonyl piperazine plays a significant role in the pharmaceutical industry, contributing to the advancement of HIV treatment options and improving the quality of life for those affected by the disease.

InChI:InChI=1/C14H27N3O3/c1-13(2,3)16-11(18)10-9-17(8-7-15-10)12(19)20-14(4,5)6/h10,15H,7-9H2,1-6H3,(H,16,18)/t10-/m0/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 121885-10-7 pyrazinecarboxylic acid tert-butylamide 
• 19847-10-0 pyrazinoyl chloride 
• 98-97-5 2-pyrazylcarboxylic acid 
• 150407-69-5 [2S]-1-benzyloxycarbonyl-4-t-butoxycarbonylpiperazine-2-carboxylic acid 
• 848482-93-9 (S)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 166941-47-5 2(S)-(tert-butylcarboxamido)piperazine 
• 150323-34-5 N-tert-butyl-4-<(1,1-dimethylethoxy)carbonyl>-1-<(phenylmethyl)carbonyl>piperazine-2(S)-carboxamide 

Downstream Products

• 1085743-75-4 C₃₇H₅₂N₄O₅S 
• 166740-50-7 (S)-4-[(2S,4R)-4-Benzyl-5-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-2-hydroxy-5-oxo-pentyl]-3-tert-butylcarbamoyl-piperazine-1-carboxylic acid tert-butyl ester 
• 150323-37-8 N-(2(R)-hydroxy-1-(S)-indanyl)-2(R)-(phenylmethyl)-4(S)-<(tert-butyldimethylsilyl)oxy>-5-<1-<4-<(1,1-dimethylethoxy)carbonyl>-2(S)-(N-tert-butylcarbamoyl)piperazinyl>>pentanamide 
• 174139-99-2 2(R)-(phenylmethyl)-4(S)-<(tert-butyldimethylsilyl)oxy>-5-<1-<4-<(1,1-dimethylethoxy)carbonyl>-2(S)-(N-tert-butylcarbamoyl)piperazinyl>>pentanoic acid 
• 1027528-21-7 (S)-3-tert-Butylcarbamoyl-4-((2S,4R)-4-carboxy-2-hydroxy-5-phenyl-pentyl)-piperazine-1-carboxylic acid tert-butyl ester 
• 150378-17-9 indinavir 
• 150323-38-9 [14C]-N-Dealkyl Indinavir 
• 189349-50-6 L-765314 
• 189349-69-7 (S)-4-[(benzyloxy)carbonyl]-3-(1,1-dimethylethylamino) carbonyl piperazine 
• 360558-52-7 (S)-1-[(2S,3R,4S)-3-Fluoro-2-hydroxy-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-5-phenyl-pentyl]-piperazine-2-carboxylic acid tert-butylamide 
• 360558-50-5 (S)-1-[(2R,3R,4S)-3-Fluoro-2-hydroxy-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-5-phenyl-pentyl]-piperazine-2-carboxylic acid tert-butylamide 
• 360558-53-8 (S)-1-[(2S,3S,4S)-3-Fluoro-2-hydroxy-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-5-phenyl-pentyl]-piperazine-2-carboxylic acid tert-butylamide 
• 360558-51-6 (S)-1-[(2R,3S,4S)-3-Fluoro-2-hydroxy-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-5-phenyl-pentyl]-piperazine-2-carboxylic acid tert-butylamide 
• 1026596-65-5 C₃₈H₄₉⁽²⁾H₅N₄O₆ 

Relevant articles and documents

Process for preparing 2-piperazinecarboxylic acid derivatives

A process for preparing 2-piperazinecarboxamides in the form of their enantiomers or their enantiomer mixtures of the general formula: STR1 wherein R1 is (a) unsubstituted or substituted alkyl or (b) --OR4, wherein R4 is unsubstituted or substituted alkyl, alkenyl or aryl, or (c) --NR5 R6, wherein R5 is hydrogen or alkyl and R6 is alkyl, and R2 and R3 are identical or different and are hydrogen, unsubstituted or substituted alkyl, alkenyl or aryl, or the radical of an amino acid or an amino acid ester. A 2-piperazinecarboxylic acid of the formula: STR2 or a salt thereof, is first converted into an N-acyl derivative of the general formula: STR3 where R1 and R4 are as defined above. This compound is then cyclized in a second stage in the presence of a halogenating agent to form a piperazinecarboxylic anhydride of the general formula: STR4 where R1 is as defined above, which is finally reacted with an amine of the general formula: STR5 where R2 and R3 are as defined above, to give the end product of the general formula I. Certain piperazinecarboxylic anhydrides are also novel.

4-amino-2-[4-[1-(benzyloxycarbonyl)-2(s)- [[(1,1- dimethylethyl)amino]carbonyl]- piperazinyl]-6,7-dimethoxyquinazoline (L- 765,314): A potent and selective α(1b) adrenergic receptor antagonist

-

Asymmetric hydrogenation of tetrahydropyrazines: Synthesis of (S)-piperazine-2-tert-butylcarboxamide, an intermediate in the preparation of the HIV protease inhibitor indinavir

Hydrogenation of tetrahydropyrazine 4g with [(R)-BINAP(COD)Rh]TfO gave piperazine 6g in 96% yield and 99% ee. Simple hydrogenolytic deprotection and crystallization afforded the key chiral (S)-N-Boc-piperazine MK-639 intermediate I in high yield and enant