138647-49-1

Basic information

• Product Name: 1-(tertbutoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yltrifluoromethanesulfonate
• Synonyms: 1-(tertbutoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yltrifluoromethanesulfonate;TERT-BUTYL 4-(TRIFLUOROMETHYLSULFONYLOXY)-5,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE;3,6-Dihydro-4-[[(trifluoromethyl)sulfonyl]oxy]-1(2H)-pyridinecarboxylic acid tert-butyl ester;1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydro-4-[[(trifluoromethyl)sulfonyl]oxy]pyridine;1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-[[(trifluoromethyl)sulfonyl]oxy]-, 1,1-dimethylethyl ester;N-Boc-4-trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine;4-[(trifluoromethyl)sulfonyloxy]-5,6-dihydropyridine-1(2H)-carboxylate;tert-Butyl-4{[(trifluoroMethyl)sulfonyl]oxy}-1,2,3,6-tetrahydro-1-pyridinecarboxylate
• CAS NO: 138647-49-1
• Molecular Formula: C₁₁H₁₆F₃NO₅S
• Molecular Weight: 331.31
• Mol File: 138647-49-1.mol
• Article Data: 142

Chemical Properties

• Boiling Point: 361.24 °C at 760 mmHg
• Flash Point: 172.272 °C
• Appearance: /
• Density: 1.4 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.481
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: -3.55±0.40(Predicted)
• CAS DataBase Reference: 1-(tertbutoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yltrifluoromethanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(tertbutoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yltrifluoromethanesulfonate(138647-49-1)
• EPA Substance Registry System: 1-(tertbutoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yltrifluoromethanesulfonate(138647-49-1)

Safety Data

• Hazardous Substances Data: 138647-49-1(Hazardous Substances Data)

Usage

General Description

1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yltrifluoromethanesulfonate is a chemical compound used in organic synthesis and drug development. Its chemical structure includes a tetrahydropyridine ring and a trifluoromethanesulfonate group, which make it a versatile building block for the preparation of various pharmaceuticals and biologically active compounds. The tert-butoxycarbonyl (t-Boc) protecting group is commonly used in organic synthesis to protect amines and other reactive functional groups, making the compound suitable for use in the preparation of peptides and other complex molecules. Additionally, the presence of the trifluoromethanesulfonate group enhances the compound’s reactivity and solubility in organic solvents. Overall, this compound is valuable in the field of medicinal chemistry and organic synthesis for the development of new pharmaceuticals and research compounds.

InChI:InChI=1/C11H16F3NO5S/c1-10(2,3)19-9(16)15-6-4-8(5-7-15)20-21(17,18)11(12,13)14/h4H,5-7H2,1-3H3

Upstream product

• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 4111-54-0 lithium diisopropyl amide 
• 109-72-8 n-butyllithium 
• 108-18-9 diisopropylamine 
• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 159503-90-9 C₁₀H₁₇NO₃ 
• 24424-99-5 di-tert-butyl dicarbonate 
• 41979-39-9 4-piperidone hydrochloride 
• 40906-82-9 bis(trifluoromethylsulfonyl)phenylmethane 
• 456-64-4 phenyl trifluoromethanesulfonamide 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 145100-51-2 N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide 

Downstream Products

• 138647-52-6 4-(4-fluorophenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 138647-54-8 4-(2,4-Dichloro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 194669-38-0 2-[1-tert-butoxycarbonyl-(1.2.3.6-tetrahydropyridin-4-yl)]benzonitrile 
• 256951-75-4 4-(2-cyano-4-fluorophenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 495405-02-2 tert-butyl 4-[4-[5-[(acetylamino)methyl]-3-isoxazolyl]phenyl]-3,6-dihydro-1(2H)-pyridinecarboxylate 
• 203633-87-8 tert-Butyl 4-[4-[5-[(acetylamino)methyl]-4,5-dihydro-3-isoxazolyl]phenyl]-3,6-dihydro-1(2H)-pyridinecarboxylate 
• 186347-72-8 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 630121-01-6 5-(benzyloxy)-1',2',3',6'-tetrahydro-2,4'-bipyridine 
• 630119-05-0 3-methyl-N-{[4-(1,3-thiazol-2-yl)-3,6-dihydro-1(2H)-pyridinyl]methyl}benzamide 
• 630119-93-6 2-(4-thiazol-2-yl-3,6-dihydro-2H-pyridin-1-yl)-N-(m-tolyl)acetamide 
• 630119-43-6 2-(1-{[(3-methylbenzoyl)amino]methyl}-4-piperidinyl)pyridinium N-oxide 

Relevant articles and documents

Structure based design of 4-(3-aminomethylphenyl)piperidinyl-1-amides: Novel, potent, selective, and orally bioavailable inhibitors of βII tryptase

Tryptase is a serine protease found almost exclusively in mast cells. It has trypsin-like specificity, favoring cleavage of substrates with an arginine (or lysine) at the P1 position, and has optimal catalytic activity at neutral pH. Current evidence suggests tryptase β is the most important form released during mast cell activation in allergic diseases. It is shown to have numerous pro-inflammatory cellular activities in vitro, and in animal models tryptase provokes broncho-constriction and induces a cellular inflammatory infiltrate characteristic of human asthma. Screening of in-house inhibitors of factor Xa (a closely related serine protease) identified β-amidoester benzamidines as potent inhibitors of recombinant human βII tryptase. X-ray structure driven template modification and exchange of the benzamidine to optimize potency and pharmacokinetic properties gave selective, potent and orally bioavailable 4-(3-aminomethyl phenyl)piperidinyl-1-amides.

Synthesis of 2-or/and 6-methylated analogues of isoguvacine (1,2,3,6-tetrahydropyridine-4-carboxylic acid) a GABAA agonist

1,2,3,6-Tetrahydropyridine-4-carboxylic acid (isoguvacine) and related 2-and/or 6-methylated analogues (1-4) were synthesized using the methoxycarbonylation [Pd(OAc)2, PPh3, CO, MeOH)] of their corresponding vinylic triflates. Analogue (5), the 6-methyl-1,2,3,6-tetrahydropyridine-4-carboxylic acid was obtained after a reductive deoxygenation of the corresponding β-keto ester.

Nitroimidazole compound as well as preparation method and application thereof

The invention discloses a novel nitroimidazole compound as well as a preparation method and application thereof. The nitroimidazole compound has a general formula (I) shown in the specification.

Discovery of β-Arrestin Biased, Orally Bioavailable, and CNS Penetrant Neurotensin Receptor 1 (NTR1) Allosteric Modulators

Neurotensin receptor 1 (NTR1) is a G protein coupled receptor that is widely expressed throughout the central nervous system where it acts as a neuromodulator. Neurotensin receptors have been implicated in a wide variety of CNS disorders, but despite extensive efforts to develop small molecule ligands there are few reports of such compounds. Herein we describe the optimization of a quinazoline based lead to give 18 (SBI-553), a potent and brain penetrant NTR1 allosteric modulator.