(S)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE

Base Information

• Chemical Name: (S)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE
• CAS No.: 146074-43-3
• Molecular Formula: C11H13 N O2 . Cl H
• Molecular Weight: 227.691
• Mol file: 146074-43-3.mol

Synonyms:3-Isoquinolinecarboxylicacid, 1,2,3,4-tetrahydro-, methyl ester, hydrochloride, (R)-;D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid methyl ester hydrochloride

Chemical Property of (S)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE

Chemical Property:

• PSA: 38.33000
• LogP: 2.00470
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(R)-Methyl1,2,3,4-tetrahydroisoquinoline-3-carboxylatehydrochloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid methyl ester hydrochloride (CAS# 146074-43-3) is the hydrochloride salt of R)-Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate (M342518) which is used in the preparation of 2-arylsulfonylisoquinoline-3-carboxylic and hydroxamic acids and analogs as matrix metalloproteinase inhibitors. It is also used in the preparation of peptides for pharmaceutical use as modulators of melanocortin receptors, and is an intermediate in the preparation of cholecystokinin antagonist peptide analogs.

Technology Process of (S)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE

There total 3 articles about (S)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE 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: 94.4%

methanol (67-56-1) + (3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (103733-65-9) → (R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester hydrochloride (146074-43-3)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; for 100h;

Reference yield: 71.0%

methanol (67-56-1) + L-Tic-OH (74163-81-8) → (R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester hydrochloride (146074-43-3)

Guidance literature:

With thionyl chloride; at 0 - 50 ℃; Inert atmosphere;

Reference yield:

methanol (67-56-1) + (3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride (41220-48-8) → (R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester hydrochloride (146074-43-3)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/b917146k

upstream raw materials:

methanol

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

L-Tic-OH

(3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Refernces

• 1、 Ma, Guixing,Wang, Sanshan,Wu, Kebin,Zhang, Weizhe,Ahmad, Ashfaq,Hao, Quan,Lei, Xiaoguang,Zhang, Hongmin. "Structure-guided optimization of D-captopril for discovery of potent NDM-1 inhibitors". supporting information. . Retrieved 2020/12/14.
• 2、 -. "SUBSTITUTED SULFONAMIDES USEFUL AS ANTIAPOPTOTIC BCL INHIBITORS". Page/Page column 178-179. . Retrieved 2012/12/13.