Tert-butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

Base Information

• Chemical Name: Tert-butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate
• CAS No.: 158984-83-9
• Molecular Formula: C14H19NO3
• Molecular Weight: 249.31
• Hs Code.: 2933499090
• European Community (EC) Number: 827-186-3
• DSSTox Substance ID: DTXSID90434971
• Nikkaji Number: J2.844.115K
• Wikidata: Q72449539
• ChEMBL ID: CHEMBL1766978
• Mol file: 158984-83-9.mol

Synonyms:158984-83-9;TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE;N-Boc-6-hydroxy-3,4-dihydro-isoquinoline;Tert-butyl 6-hydroxy-3,4-dihydro-1H-isoquinoline-2-carboxylate;tert-butyl 6-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate;6-Hydroxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester;CHEMBL1766978;tert-butyl6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate;SCHEMBL450677;AMY4359;DTXSID90434971;2-tert-Butoxycarbonyl-6-hydroxy-1,2,3,4-tetrahydroisoquinoline;CS-M1347;BDBM50341434;MFCD08275034;AKOS005765956;AB44585;FE-0745;A3510;FT-0600497;VU0494851-1;EN300-238172;Q-102316;F2167-0037;Z1505698765;N-tert-butoxycarbonyl-6-hydroxy-1,2,3,4-tetrahydroisoquinoline;tert-Butyl 6-hydroxy-3,4-dihydro-2(1H)-isoquinolinecarboxylate;tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)carboxylate;tert-Butyl-6-hydroxy-3,4-dihydro-2(1H)-isoquinolinecarboxylate;2-tert-Butoxycarbonyl-6-hydroxy -1,2,3,4-tetrahydroisoquinoline;tert.-butyl 6-hydroxy-3,4-dihydro-1h-isoquinoline-2-carboxylate;1,1-Dimethylethyl 6-hydroxy-3,4-dihydro-2(1H)-isoquinolinecarboxylate;6-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid tert-butyl ester;1,2,3,4-Tetrahydro-6-hydroxyisoquinoline-2-carboxylic acid tert-butyl ester;2(1H)-ISOQUINOLINECARBOXYLIC ACID, 3,4-DIHYDRO-6-HYDROXY-, 1,1-DIMETHYLETHYL ESTER;2(1H)-Isoquinolinecarboxylicacid,3,4-dihydro-6-hydroxy-,1,1-dimethylethyl ester

Chemical Property of Tert-butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 110-111.5 °C
• Refractive Index: 1.558
• Boiling Point: 391.376 °C at 760 mmHg
• PKA: 9.79±0.20(Predicted)
• Flash Point: 190.497 °C
• PSA: 49.77000
• Density: 1.171 g/cm³
• LogP: 2.62330
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 249.13649347
• Heavy Atom Count: 18
• Complexity: 311

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC2=C(C1)C=CC(=C2)O
• Uses: tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate is a chemical reagent used in the synthesis of androgen receptor modulators.

Technology Process of Tert-butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

There total 22 articles about Tert-butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) → N-tert-butoxycarbonyl-6-hydroxy-1,2,3,4-tetrahydroisoquinoline (158984-83-9)

Guidance literature:

With triethylamine; citric acid; In dichloromethane;

Reference yield: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + 6-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrobromide (59839-23-5) → N-tert-butoxycarbonyl-6-hydroxy-1,2,3,4-tetrahydroisoquinoline (158984-83-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1016/j.bmc.2015.12.047

Reference yield: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + 6-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (63905-73-7) → N-tert-butoxycarbonyl-6-hydroxy-1,2,3,4-tetrahydroisoquinoline (158984-83-9)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 3h;

DOI:10.1021/jm049884d

upstream raw materials:

di-tert-butyl dicarbonate

6-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrobromide

6-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

7-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid tert-butyl ester

Downstream raw materials:

6-trifluoromethanesulfonyloxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

3,4-Dihydro-1H-isoquinoline-2.6-dicarboxylic acid 2-tert-butyl ester-6-methyl ester

2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid

tert-butyl 6-cyano-3,4-dihydroisoquinoline-2(1H)-carboxylate