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TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE

CAS No.
158984-83-9
Chemical Name:
TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE
Synonyms
RMA-13;N-BOC-6-HYDROXY-3,4-DIHYDRO-ISOQUINOLINE;2-Boc-1,2,3,4-tetrahydroisoquinolin-6-ol;2-N-Boc-6-Hydroxy-3,4-dihydroisoquinoline;6-hydroxy-2-N-Boc-3,4-dihydroisoquinoline;5-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate;tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylat;TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE;tert-Butyl 6-hydroxy-3,4-dihydro-2(1H)-isoquinolinecarboxylate;tert-butyl 6-hydroxy-3,4-dihydro-1H-isoquinoline-2-carboxylate
CBNumber:
CB5342664
Molecular Formula:
C14H19NO3
Molecular Weight:
249.31
MDL Number:
MFCD08275034
MOL File:
158984-83-9.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:44
Product description Number Pack Size Price
tert-Butyl6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate B693960 500mg $140
tert-Butyl6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 7989AA 250mg $145
tert-Butyl6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 7989AA 1g $168
tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 4H56-1-384 1g $236
tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 97% P000056186 5g $341
More product size

TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE Properties

Melting point 110-111.5 °C
Boiling point 391.4±42.0 °C(Predicted)
Density 1.170±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka 9.79±0.20(Predicted)
Appearance White to light brown Solid

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
HazardClass  IRRITANT
HS Code  2933491090

TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC B693960 tert-Butyl6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 158984-83-9 500mg $140 2021-12-16 Buy
AK Scientific 7989AA tert-Butyl6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 158984-83-9 250mg $145 2021-12-16 Buy
AK Scientific 7989AA tert-Butyl6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 158984-83-9 1g $168 2021-12-16 Buy
SynQuest Laboratories 4H56-1-384 tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 158984-83-9 1g $236 2021-12-16 Buy
Ark Pharm P000056186 tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 97% 158984-83-9 5g $341 2021-12-16 Buy
Product number Packaging Price Buy
B693960 500mg $140 Buy
7989AA 250mg $145 Buy
7989AA 1g $168 Buy
4H56-1-384 1g $236 Buy
P000056186 5g $341 Buy

TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE Chemical Properties,Uses,Production

Uses

tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate is a chemical reagent used in the synthesis of androgen receptor modulators.

Synthesis

Di-tert-butyl dicarbonate

24424-99-5

1,2,3,4-TETRAHYDRO-ISOQUINOLIN-6-OL HBR

59839-23-5

TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE

158984-83-9

The general procedure for the synthesis of N-BOC-6-hydroxy-3,4-dihydroisoquinolines from di-tert-butyl dicarbonate and 1,2,3,4-tetrahydroisoquinolin-6-ol hydrobromide was as follows: 1,2,3,4-tetrahydroisoquinolin-6-ol hydrobromide (1.54 g, 6.4 mmol) was suspended in water, and a solution of tetrahydrofuran was slowly added dropwise with triethylamine (1.42 mg, 14.0 mmol ) and di-tert-butyl dicarbonate (1.67 mg, 7.6 mmol) to a tetrahydrofuran solution. The reaction mixture was stirred at room temperature overnight. Subsequently, the reaction solution was concentrated and the residue was dissolved in ethyl acetate, washed with water and dried over anhydrous sodium sulfate. After removal of the solvent by evaporation under reduced pressure, the residue was purified by fast column chromatography (ethyl acetate: hexane = 1:5) to afford N-BOC-6-hydroxy-3,4-dihydroisoquinoline as a viscous yellow oil (1.58 g, 99%). The product was characterized by 1H NMR (300 MHz, CDCl3) and ESI-MS: 1H NMR (300 MHz, CDCl3) δ 6.92 (s, 1H), 6.71 (s, 1H), 6.70 (s, 1H), 6.31 (s, 1H), 4.48 (s, 2H), 3.60 (t, J=5.7Hz, 2H), 2.75 (t, J=5.7Hz, 2H), 1.49 (s, 9H); ESI-MS m/z 248 (MH-).

References

[1] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 4, p. 789 - 801
[2] Journal of Medicinal Chemistry, 2005, vol. 48, # 10, p. 3586 - 3604
[3] Patent: WO2010/127212, 2010, A1. Location in patent: Page/Page column 31
[4] Journal of Medicinal Chemistry, 2013, vol. 56, # 8, p. 3414 - 3418
[5] Synthetic Communications, 1995, vol. 25, # 20, p. 3255 - 3261

24424-99-5
158984-83-9
Synthesis of TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE from Di-tert-butyl dicarbonate
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View Lastest Price from TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE pictures 2020-03-06 TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE
158984-83-9
US $1.00 / KG 1KG 99% 200kgs Career Henan Chemical Co
TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE pictures 2020-03-06 TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE
158984-83-9
US $1.00 / KG 1KG 99% 200kgs Career Henan Chemical Co
TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE pictures 2019-07-06 TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE
158984-83-9
US $1.00 / kg 1kg 99% Customized Career Henan Chemical Co

TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE Spectrum

TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE 6-HYDROXY-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER 5-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate N-BOC-6-HYDROXY-3,4-DIHYDRO-ISOQUINOLINE 6-hydroxy-2-N-Boc-3,4-dihydroisoquinoline tert-Butyl 6-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate tert-butyl 6-hydroxy-3,4-dihydro-1H-isoquinoline-2-carboxylate tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 95+% tert-Butyl 6-hydroxy-3,4-dihydro-2(1H)-isoquinolinecarboxylate 2-N-Boc-6-Hydroxy-3,4-dihydroisoquinoline TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE-10 3,4-Dihydro-6-hydroxy-2(1H)-isoquinolinecarboxylic acid tert-butyl ester 2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-6-hydroxy-, 1,1-dimethylethyl ester TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLA... 2-Boc-1,2,3,4-tetrahydroisoquinolin-6-ol RMA-13 tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylat 158984-83-9