(s)-Benzyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride

Base Information

• Chemical Name: (s)-Benzyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride
• CAS No.: 103733-30-8
• Molecular Formula: C17H17 N O2 . Cl H
• Molecular Weight: 303.788
• European Community (EC) Number: 800-830-0
• DSSTox Substance ID: DTXSID10908568
• Mol file: 103733-30-8.mol

Synonyms:103733-30-8;(s)-benzyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride;(S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid benzyl ester hydrochloride;Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate Hydrochloride;(S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylicacid benzyl ester hydrochloride;L-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID BENZYL ESTER HCL;Benzyl (3s)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate, HCl;benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;hydrochloride;L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid benzyl ester hydrochloride;DTXSID10908568;HYKDEPCVBMNYCM-NTISSMGPSA-N;benzyl (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride;MFCD00798224;AKOS015895582;AC-6482;AS-39123;CS-0171361;A909258;(s)-benzyl1,2,3,4-tetrahydroisoquinoline-3-carboxylatehydrochloride;(S)-1,2,3,4-Tetra hydro-3-iso quinoline carboxylic acid phenyl methyl ester hydrochloride;(s)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester hydrochloride;(s)-l-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid benzyl ester hydrochloride;Benzyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate--hydrogen chloride (1/1)

Chemical Property of (s)-Benzyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride

Chemical Property:

• Vapor Pressure: 5.5E-07mmHg at 25°C
• Boiling Point: 411.6°Cat760mmHg
• Flash Point: 202.8°C
• PSA: 38.33000
• Density: g/cm³
• LogP: 3.57510
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 303.1026065
• Heavy Atom Count: 21
• Complexity: 325

Purity/Quality:

98%min ^*data from raw suppliers

(S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylicAcidBenzylEsterHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(NCC2=CC=CC=C21)C(=O)OCC3=CC=CC=C3.Cl
• Isomeric SMILES: C1[C@H](NCC2=CC=CC=C21)C(=O)OCC3=CC=CC=C3.Cl
• Uses: Quinapril intermediate.

Technology Process of (s)-Benzyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride

There total 3 articles about (s)-Benzyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate 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:

3-benzyl 2-tert-butyl (S)-1,2,3,4-tetrahydroisoquinoline-2,3(1H)dicarboxylate → (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid benzylester hydrochloride (103733-30-8)

Guidance literature:

With hydrogenchloride; In acetic acid;

DOI:10.1016/S0960-894X(97)10145-7

Reference yield:

benzyl bromide (100-39-0) → (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid benzylester hydrochloride (103733-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃, DCM, TEBACl

2: aq. HCl / acetic acid

With hydrogenchloride; N-benzyl-N,N,N-triethylammonium chloride; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; sodium hydrogencarbonate; In acetic acid;

DOI:10.1016/S0960-894X(97)10145-7

Reference yield:

(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid (115962-35-1,144069-68-1,78879-20-6) → (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid benzylester hydrochloride (103733-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃, DCM, TEBACl

2: aq. HCl / acetic acid

With hydrogenchloride; N-benzyl-N,N,N-triethylammonium chloride; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; sodium hydrogencarbonate; In acetic acid;

DOI:10.1016/S0960-894X(97)10145-7

upstream raw materials:

benzyl bromide

(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid

Downstream raw materials:

quinapril hydrochloride

quinapril benzyl ester

Refernces