ChemicalBook > CAS DataBase List > TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE

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

Product Name
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
Formula Weight
249.31
MOL File
158984-83-9.mol
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TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE Property

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
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Safety

HazardClass 
IRRITANT
HS Code 
2933491090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
B693960
Product name
tert-Butyl6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate
Packaging
500mg
Price
$140
Updated
2021/12/16
Ark Pharm
Product number
P000056186
Product name
tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate
Purity
97%
Packaging
250mg
Price
$57
Updated
2021/12/16
Matrix Scientific
Product number
056457
Product name
tert-Butyl 6-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate
Purity
97%
Packaging
500mg
Price
$64
Updated
2021/12/16
Matrix Scientific
Product number
056457
Product name
tert-Butyl 6-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate
Purity
97%
Packaging
1g
Price
$99
Updated
2021/12/16
Ark Pharm
Product number
P000056186
Product name
tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate
Purity
97%
Packaging
1g
Price
$113
Updated
2021/12/16
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TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE Chemical Properties,Usage,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

24424-99-5

59839-23-5

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

TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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

A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
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View Lastest Price from TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE manufacturers

Career Henan Chemical Co
Product
TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE 158984-83-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kgs
Release date
2020-03-05
Career Henan Chemical Co
Product
TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE 158984-83-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kgs
Release date
2020-03-05
Career Henan Chemical Co
Product
TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE 158984-83-9
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
Customized
Release date
2018-12-22

158984-83-9, TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATERelated Search:


  • 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