5-BROMO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
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5-BROMO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
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CAS No:
215184-78-4
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Formula:
C14H18BrNO2
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Chemical Name:
5-BROMO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
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Synonyms:
5-BROMO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER;N-Boc-5-BroMo-1,2,3,4-Tetrahydroisoquinoline;2-Boc-5-bromo-1,2,3,4-tetrahydroisoquinoline;tert-Butyl 5-bromo-3,4-dihydroisoquinoline-2(1H)
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CAS No:
5-BROMO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER Basic Attributes
312.21
311.052094
DTXSID80592736
2933499090
5-BROMO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER Use and Manufacturing
5-Bromo-1 , 2, 3, 4-tetrahydroisoquinoline hydrobromide (2.24g, 9.0 mmol, Zannan Pharma), di-tert-butyl dicarbonate (3.1 ml, 14 mmol) and triethylamine (2.8ml, 20 mmol) were dissolved in THF (40ml) and the mixture was stirred at room temperature for 1 h then concentrated in vacuo. Water (15ml) was added to the residue and the mixture extracted with ethyl acetate (2x 15ml). The combined organic phases were dried (NaToa solution of 4a (10.0 g, 35.3 mmol)in MeOH (200 mL) was added 8M KOH solution (20 mL) and then heated to reflux.After 36 h, the reaction mixture was concentrated under reduced pressure.The mixture was diluted with HTo a solution of 5-bromo-l, 2, 3, 4-tetrahydroisoquinoline (4.24 g, 20 mmol) and di-tert- butyl pyrocarbonate (5.2 g, 24 mmol) in THF (45 mL) was added TEA (4.0 g, 40 mmol) dropwise. The resulting mixture was stirred for 15 hrs at rt, then poured into water (50 mL) and extracted with EA (75 mL) twice. The organic layers were combined, then washed with water and brine, dried over anhydrous Na
Computed Properties
Molecular Weight:312.20
XLogP3:3.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:311.05209
Monoisotopic Mass:311.05209
Topological Polar Surface Area:29.5
Heavy Atom Count:18
Complexity:313
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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5-BROMO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
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