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

AK Scientific

Product number: 7989AA
Product name: tert-Butyl6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate
Packaging: 250mg
Price: $145
Updated: 2021/12/16

AK Scientific

Product number: 7989AA
Product name: tert-Butyl6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate
Packaging: 1g
Price: $168
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H56-1-384
Product name: tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate
Packaging: 1g
Price: $236
Updated: 2021/12/16

Ark Pharm

Product number: P000056186
Product name: tert-Butyl 6-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate
Purity: 97%
Packaging: 5g
Price: $341
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

China 91 India 1 Ukraine 1 United Kingdom 4 United States 15 Global 112

J & K SCIENTIFIC LTD.

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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:

6-BROMO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER TERT-BUTYL 5-HYDROXY-3,4-DIHYDROQUINOLINE-1(2H)-CARBOXYLATE 5-BROMO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER 2-(TERT-BUTOXYCARBONYL)-1,2,3,4-TETRAHYDROISOQUINOLINE-6-CARBOXYLIC ACID TERT-BUTYL 8-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE tert-butyl thiazol-4-ylcarbamate TERT-BUTYL 4-OXO-3,4-DIHYDROQUINOLINE-1(2H)-CARBOXYLATE tert-butyl 7-bromo-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate tert-Butyl 1-piperazinecarboxylate CHEMBRDG-BB 4011973 TERT-BUTYL N-(2-THIENYL)CARBAMATE TERT-BUTYL 8-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE 1-Boc-3-bromo-6-methylindole tert-butyl methyl(2-(morpholin-3-yl)ethyl)carbamate 3,4-DIHYDROISOQUINOLINE TERT-BUTYL 5-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE TERT-BUTYL 6-HYDROXY-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE 6,7-DIETHOXY-3,4-DIHYDRO-1H-ISOQUINOLINE-1,2-DICARBOXYLIC ACID 2-TERT-BUTYL ESTER

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