(R)-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID T-BUTYL ESTER

Base Information

• Chemical Name: (R)-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID T-BUTYL ESTER
• CAS No.: 189094-06-2
• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.31
• Mol file: 189094-06-2.mol

Synonyms:3-Isoquinolinecarboxylicacid, 1,2,3,4-tetrahydro-, 1,1-dimethylethyl ester, (R)-;tert-Butyl (3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;

Chemical Property of (R)-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID T-BUTYL ESTER

Chemical Property:

• Boiling Point: 331.626 °C at 760 mmHg
• PKA: 7.65±0.40(Predicted)
• Flash Point: 154.362 °C
• PSA: 38.33000
• Density: 1.063 g/cm³
• LogP: 2.37140

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl(R)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylate 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID T-BUTYL ESTER

There total 9 articles about (R)-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID T-BUTYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

(S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, 1,1-dimethylethyl ester, hydrochloride (82586-60-5,82716-90-3) → (S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, 1,1-dimethylethyl ester (77497-74-6,189094-06-2,82716-91-4)

Guidance literature:

With potassium hydrogencarbonate; In dichloromethane; water; for 0.166667h;

DOI:10.1002/chem.201904400

Reference yield: 82.0%

N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) + α,α'-dibromo-o-xylene (91-13-4) → (R)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, 1,1-dimethylethyl ester (103733-65-9,189094-06-2,82716-91-4)

Guidance literature:

N-(diphenylmethylene)glycine tert-butyl ester; α,α'-dibromo-o-xylene; With (S,S)-3,4,5-F₃-Ph-NAS-Br; In potassium hydroxide; toluene; at 0 ℃; for 6h;

With hydrogenchloride; In tetrahydrofuran;

With sodium hydrogencarbonate;

DOI:10.1055/s-2001-16747

Reference yield: 78.0%

Z-Tic-OtBu (79276-05-4) → (S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, 1,1-dimethylethyl ester (77497-74-6,189094-06-2,82716-91-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 2h; Ambient temperature;

DOI:10.1021/jm9607663

upstream raw materials:

L-Tic-OH

isobutene

(3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride

Z-Tic-OtBu

Refernces

• 1、 -. "PREPARATION OF QUINAPRIL HYDROCHLORIDE". Page/Page column 5. . Retrieved 2008/06/13.
• 2、 Salvadori, Severe,Balboni, Gianfranco,Guerrini, Remo,Tomatis, Roberto,Bianchi, Clementina,Bryant, Sharon D.,Cooper, Peter S.,Lazarus, Lawrence H.. "Evolution of the Dmt-Tic pharmacophore: N-terminal methylated derivatives with extraordinary δ opioid antagonist activity". . p. 3100 - 3108. Retrieved 2007/10/03.