138350-92-2

Basic information

• Product Name: tert-butyl 3,4-dihydroisoquinoline-2(1H)-carboxylate
• Synonyms: tert-butyl 3,4-dihydroisoquinoline-2(1H)-carboxylate;tert-butyl 1,2,3,4-tetrahydroisoquinoline-2-carboxylate;2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-, 1,1-dimethylethyl ester
• CAS NO: 138350-92-2
• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.30616
• Mol File: 138350-92-2.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 334.2±31.0 °C(Predicted)
• Appearance: /
• Density: 1.087±0.06 g/cm3(Predicted)
• PKA: -1.40±0.20(Predicted)
• CAS DataBase Reference: tert-butyl 3,4-dihydroisoquinoline-2(1H)-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 3,4-dihydroisoquinoline-2(1H)-carboxylate(138350-92-2)
• EPA Substance Registry System: tert-butyl 3,4-dihydroisoquinoline-2(1H)-carboxylate(138350-92-2)

Safety Data

• Hazardous Substances Data: 138350-92-2(Hazardous Substances Data)

Upstream product

• 6630-33-7 ortho-bromobenzaldehyde 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 24608-52-4 tert-butyl chloroformate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1316652-65-9 1-(2-azidoethyl)-2-methylbenzene 
• 2954-50-9 2-aminotetralin 
• 3230-65-7 3,4-dihydroisoquinoline 
• 13195-64-7 diisopropyl malonate 
• 1033462-74-6 C₁₉H₂₇NO₅ 
• 138350-86-4 N-(tert-butoxycarbonyl)-3-hydroxy-1,2,3,4-tetrahydroisoquinoline 
• 138350-83-1 N-(tert-butoxycarbonyl)-2-methylbenzylamine 
• 89-93-0 ortho-methylbenzylamine 
• 138350-89-7 2-(tert-butoxycarbonyl)-1,2-dihydroisoquinoline 

Downstream Products

• 14028-67-2 N-acetyl-1,2,3,4-tetrahydroisoquinoline 
• 1357104-00-7 C₂₃H₂₅F₃N₂O₃ 
• 1357104-01-8 C₂₃H₃₄N₂O₃ 
• 447450-46-6 C₁₇H₂₀N₂O₂S 
• 1357104-08-5 C₁₈H₁₇F₃N₂O 
• 1357104-09-6 C₁₈H₂₆N₂O 
• 1181230-06-7 2-tosyl-2,3,6,7-tetrahydro-1H-pyrazino[2,1-a]isoquinolin-4(11bH)-one 
• 100650-29-1 2-(cyclohexanecarbonyl)-6,7-dihydro-1H-pyrazino[2,1-a]isoquinoline-3,4(2H,11bH)-dione 
• 1357104-13-2 2-tosyl-6,7-dihydro-1H-pyrazino[2,1-a]isoquinoline-3,4(2H,11bH)-dione 
• 1357104-14-3 2-(4-(trifluoromethyl)benzoyl)-6,7-dihydro-1H-pyrazino[2,1-a]isoquinoline-3,4(2H,11bH)-dione 
• 1357104-15-4 2-(2-cyclohexylacetyl)-6,7-dihydro-1H-pyrazino[2,1-a]isoquinoline-3,4(2H,11bH)-dione 
• 1207175-15-2 2-methyl-2-propanyl 1-(aminomethyl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate 
• 1357103-92-4 t-butyl 1-(cyclohexanecarboxamidomethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1357103-95-7 C₂₂H₂₈N₂O₄S 

Relevant articles and documents

Mechanistic studies on the catalytic asymmetric mannich-type reaction with dihydroisoquinolines and development of oxidative mannich-type reactions starting from tetrahydroisoquinolines

(Chemical Equation Presented) Detailed mechanistic studies on our recently reported asymmetric addition reactions of malonates to dihydroisoquinolines (DHIQs) catalyzed by chiral Pd(II) complexes were carried out. It was found that an N,O-acetal was gener

Lithioarene Cycliacylation and Pd-Catalyzed Aminoethylation/Cyclization to Access Electronically Diverse Saturated Isoquinoline Derivatives

We report operationally facile methods for the synthesis of substituted dihydroisoquinolinones and tetrahydroisoquinolines from readily accessible o-bromobenzyl bromides and o-bromobenzaldehydes, respectively. While classical electrophilic aromatic substitution reactions are tailored to the construction of saturated isoquinolines derived from electron-rich precursors, we demonstrate efficient syntheses from electronically diverse substrates to produce cyclized products as single regioisomers.

Thiyl radical promoted iron-catalyzed-selective oxidation of benzylic sp3 C-H bonds with molecular oxygen

A ligand-free iron-catalyzed method for the oxygenation of benzylic sp3 C-H bonds by molecular oxygen (1 atm) using a thiyl radical as a cocatalyst has been developed. This transformation provides a facile access to amides, esters and ketones from readily accessible corresponding amines, ethers and alkanes. It features high regioselectivity, mild oxidative conditions and excellent functional group compatibility, providing good opportunities to the site-selective functionalization of complex molecules. Preliminary mechanistic studies suggest that this reaction may not undergo a benzylic cation intermediate pathway and the carbonyl oxygen atom in the products may be derived from molecular oxygen.