110117-71-0

Basic information

• Product Name: (R)-2,5-Dihydro-3,6-diethoxy-2-isopropylpyrazine
• Synonyms: (r)-2,5-dihydro-3,6-diethoxy-2-isopropylpyrazine;(R)-3,6-diethoxy-2,5-dihydro-2-isopropylpyrazine;Pyrazine, 3,6-diethoxy-2,5-dihydro-2-(1-methylethyl)-, (2R)-;(R)-2, 5-DIHYDRO-3, 6-DIETHOXY-2-ISOPROPYLPYRAZINE, 98+%;(2R)-3,6-diethoxy-2-(propan-2-yl)-2,5-dihydropyrazine;2,5-dihydro-3,6-diethoxy-2-( 1-Methylethyl)-, (R)-Pyrazine;Pyrazine,6-diethoxy-2,5-dihydro-2-(1-Methylethyl)-,(2R);(R)-3,6-diethoxy-2-isopropyl-2,5-dihydropyrazine
• CAS NO: 110117-71-0
• Molecular Formula: C₁₁H₂₀N₂O₂
• Molecular Weight: 212.29
• Mol File: 110117-71-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 282 °C at 760 mmHg
• Flash Point: 102.9 °C
• Appearance: white solid
• Density: 1.06 g/cm³
• Vapor Pressure: 0.00587mmHg at 25°C
• Refractive Index: 1.499
• PKA: 6.74±0.60(Predicted)
• CAS DataBase Reference: (R)-2,5-Dihydro-3,6-diethoxy-2-isopropylpyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2,5-Dihydro-3,6-diethoxy-2-isopropylpyrazine(110117-71-0)
• EPA Substance Registry System: (R)-2,5-Dihydro-3,6-diethoxy-2-isopropylpyrazine(110117-71-0)

Safety Data

• Hazardous Substances Data: 110117-71-0(Hazardous Substances Data)

Usage

Description

(R)-2,5-Dihydro-3,6-diethoxy-2-isopropylpyrazine is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceuticals. It is characterized by its unique molecular structure, which includes a pyrazine ring with specific substituents that contribute to its reactivity and potential applications in the medical field.

Uses

Used in Pharmaceutical Industry:
(R)-2,5-Dihydro-3,6-diethoxy-2-isopropylpyrazine is used as a key intermediate for the preparation of Aliskiren, a novel and potent Renin inhibitor. (R)-2,5-Dihydro-3,6-diethoxy-2-isopropylpyrazine plays a significant role in the development of antihypertensive medications, as Aliskiren works by blocking the renin-angiotensin system, which is essential in regulating blood pressure. The use of this intermediate allows for the creation of more effective treatments for hypertension and related cardiovascular conditions.

InChI:InChI=1/C11H20N2O2/c1-5-14-9-7-12-11(15-6-2)10(13-9)8(3)4/h8,10H,5-7H2,1-4H3/t10-/m1/s1

Upstream product

• 143673-66-9 (R)-3-(1-methylethyl)-piperazine-2,5-one 
• 106-89-8 epichlorohydrin 
• 368-39-8 triethyloxonium fluoroborate 
• 850312-86-6 ((R)-2-tert-butoxycarbonylamino-3-methylbutyrylamino)-acetic acid methyl ester 
• 22838-58-0 Boc-D-Val-OH 
• 640-68-6 D-Val-OH 
• 3479-71-8 Boc-D-Val-Gly-OEt 
• 109-63-7 boron trifluoride diethyl etherate 
• 16944-60-8 (2S)-isopropylpiperazine-3,6-dione 

Downstream Products

• 202199-21-1 (1R,1S,2S,3S,4'R,12R)-2-benzyloxy-3,12-di(tert-butyldimethylsiloxy)-1-(3',6'-diethoxy-4'-(isopropyl)-1'H,4'H-2',5'-diazyl)-octadec-4-ene-1-ol 
• 202199-20-0 (1S,1S,2S,3S,4'R,12R)-2-benzyloxy-3,12-di(tert-butyldimethylsiloxy)-1-(3',6'-diethoxy-4'-(isopropyl)-1'H,4'H-2',5'-diazyl)-octadec-4-ene-1-ol 
• 220903-32-2 (3S,6R)-3-(3-benzyloxy-2-chloro-4-methoxy)benzyl-6-isopropyl-2,5-bisethyl lactim ether 
• 250578-32-6 (3R,6S)-6-{3-[2-(tert-butyldimethylsilyl)-1-phenylimidazol-5-yl]propyl}-3-isopropyl-2,5-diethoxy-3,6-dihydropyrazine 
• 250578-33-7 (3R,6S)-6-{4-[2-(tert-butyldimethylsilyl)-1-phenylimidazol-5-yl]butyl}-3-isopropyl-2,5-diethoxy-3,6-dihydropyrazine 
• 250578-34-8 (3R,6S)-6-{5-[2-(tert-butyldimethylsilyl)-1-phenylimidazol-5-yl]pentyl}-3-isopropyl-2,5-diethoxy-3,6-dihydropyrazine 
• 634893-22-4 (2R,5R)-2-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3,6-diethoxy-5-isopropyl-2,5-dihydropyrazine 
• 719308-17-5 3,6-diethoxy-(2R)-2-isopropyl-(5S)-5-(2-phenyl-oxazol-5-ylmethyl)-2,5-dihydro-pyrazine 

Relevant articles and documents

Microwave-assisted synthesis of the Sch?llkopf chiral auxiliaries: (3S)- and (3R)-3,6-dihydro-2,5-diethoxy-3-isopropyl-pyrazine

A practical and efficient methodology for the laboratory scale preparation of Sch?llkopf's bis-lactim ether chiral auxiliaries (3S)- and (3R)-3,6-dihydro-2,5-diethoxy-3-isopropyl-pyrazine has been developed. The key step is the preparation of the 2,5-diketopiperazine derivative by microwave-assisted heating in water. The protocol avoids reactions at low temperature and the use of high boiling solvents. Only inexpensive and readily available starting materials are required. The bis-lactim ethers were produced in high yields on a multigram scale.

Stereostructure Clarifying Total Synthesis of the (Polyenoyl)tetramic Acid Militarinone B. A Highly Acid-Labile N-Protecting Group for Amides ?

The 5S, 8′R, and 10′R configurations of militarinone B (3), which is a natural product from Paecilomyces militaris, should equal those in its biosynthetic precursor, militarinone C. The configuration at C-1′ emerged from syntheses of the militarinone B candidates 1′′S- and 1′′R-(5S,8′R,10′R)-3 from the building blocks 9, 11, 14, and 15a while introducing TMB as a more acid-labile N-protecting group for β-ketoamides than DMB. Comparisons of 1′′S- and 1′′R-(5S,8′R,10′R)-3 with natural militarinone B (3; reisolated from Nature) revealed identity versus distinctness.

The synthesis of methylated, phosphorylated, and phosphonated 3′-aminoacyl-tRNASec mimics

The twenty first amino acid, selenocysteine (Sec), is the only amino acid that is synthesized on its cognate transfer RNA (tRNASec) in all domains of life. The multistep pathway involves O-phosphoseryl-tRNA: selenocysteinyl-tRNA synthase (SepSe