216064-48-1

Basic information

• Product Name: TERT-BUTYL 5-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE
• Synonyms: TERT-BUTYL 5-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE;2-tert-butyloxycarbonyl-5-hydroxy-1,2,3,4-tetrahydroisoquinoline;N-BOC-1,2,3,4-tetrahydro-5-hydeoxy-isoquinoline;5-Hydroxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester;2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-5-hydroxy-, 1,1-dimethylethyl ester
• CAS NO: 216064-48-1
• Molecular Formula: C₁₄H₁₉NO₃
• Molecular Weight: 249.31
• EINECS: 200-258-5
• Mol File: 216064-48-1.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 378.561 °C at 760 mmHg
• Flash Point: 182.747 °C
• Appearance: /
• Density: 1.171 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.558
• Storage Temp.: 2-8°C
• PKA: 9.96±0.20(Predicted)
• CAS DataBase Reference: TERT-BUTYL 5-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL 5-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE(216064-48-1)
• EPA Substance Registry System: TERT-BUTYL 5-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE(216064-48-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 216064-48-1(Hazardous Substances Data)

Usage

General Description

TERT-BUTYL 5-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE is a chemical compound often used as a synthetic intermediate in various organic chemistry reactions. TERT-BUTYL 5-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE, which belongs to the class of organic compounds known as isoquinolines and derivatives, features an isoquinoline moiety, a heterocyclic aromatic ring system that is structurally similar to quinoline, but with the nitrogen atom position moved. It also contains a hydroxy group, giving it certain acidic properties, and a tert-butyl group which is a common feature in organic chemistry due to its steric bulk, particularly with carboxylate esters. However, there's a lack of detailed information, including its physical properties (solubility, melting point, etc.), toxicology data, and specific applications in industrial or pharmaceutical contexts.

InChI:InChI=1/C14H19NO3/c1-14(2,3)18-13(17)15-8-7-11-10(9-15)5-4-6-12(11)16/h4-6,16H,7-9H2,1-3H3

Upstream product

• 102877-50-9 1,2,3,4-tetrahydro-5-hydroxy-isoquinoline 
• 34619-03-9 tert-butyldicarbonate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 102879-34-5 5-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 
• 2439-04-5 5-hydroxyisoquinoline 

Downstream Products

• 853074-91-6 tert-butyl 5-(benzyloxy)-8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 918411-13-9 methyl 3-{5-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-1,2,3,4-tetrahydro-isoquinolin-8-yl}-propionate 
• 853076-93-4 3-{5-[2-(2-biphenyl-4-yl-5-methyl-oxazol-4-yl)-ethoxy]-l,2,3,4-tetrahydro-isoquinolin-8-yl}-propionic acid methyl ester 
• 918411-16-2 8-(2-methoxycarbonyl-ethyl)-5-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid isobutyl ester 
• 918411-14-0 8-(2-methoxycarbonyl-ethyl)-5-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid propyl ester 
• 918411-15-1 8-(2-methoxycarbonyl-ethyl)-5-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid prop-2-ynyl ester 
• 853076-92-3 5-[2-(2-biphenyl-4-yl-5-methyl-oxazol-4-yl)-ethoxy]-8-(2-methoxycarbonyl-ethyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester 
• 853076-94-5 5-[2-(2-biphenyl-4-yl-5-methyl-oxazol-4-yl)-ethoxy]-8-(2-methoxycarbonyl-ethyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid propyl ester 
• 441065-33-4 5-formyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester 

Relevant articles and documents

Synthesis and biological evaluation of 1,2,3,4-tetrahydroisoquinoline derivatives as potent and selective M2 muscarinic receptor antagonists

A series of 1,2,3,4-tetrahydroisoquinoline derivatives containing the 5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one skeleton were prepared and evaluated for their in vitro binding affinities to muscarinic receptors and for antagonism of bradycardia in vivo. Among them, compound 3f had the highest affinity for M2 muscarinic receptors in the heart (pKi=9.1) with low affinity for M3 muscarinic receptors in the submandibular gland. A structure-activity relationship (SAR) study suggested that the benzene ring fused piperidine and the alkyl linker chain length are crucially important for increased M2 affinity.

NOVEL MACROCYCLIC DERIVATIVES, PROCESS FOR PREPARING SAME AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME

Compound of formula (I): wherein A1, A2, Ra, Rb, Rc, Rd, R3, R4, X, Y and G are as defined in the description, and their use in the manufacture of medicaments.

ANTIMICROBIAL COMPOUNDS, COMPOSITIONS AND METHODS

The invention discloses compounds of the formula wherein A, B, X, Y and Z are defined. The compounds of the invention show activity against a range of bacteria, and are useful in the treatment or prophylaxis of a bacterial infection in an animal.

Tetrahydroisoquinoline PPARγ agonists: Design of novel, highly selective non-TZD antihyperglycemic agents

Novel tetrahydroisoquinolines have been developed as potent PPAR ligands. Evaluation of these compounds in PPARγ responsive models of type 2 diabetes is described.