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Cas Database

91585-94-3

91585-94-3

Identification

  • Product Name:5,6,7-trimethoxyisoquinoline-8-carboxaldehyde

  • CAS Number: 91585-94-3

  • EINECS:

  • Molecular Weight:247.251

  • Molecular Formula: C13H13NO4

  • HS Code:

  • Mol File:91585-94-3.mol

Synonyms:5,6,7-trimethoxyisoquinoline-8-carboxaldehyde

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Relevant articles and documentsAll total 1 Articles be found

Total synthesis of granditropone, grandirubrine, imerubrine, and isoimerubrine

Boger, Dale L.,Takahashi, Kanji

, p. 12452 - 12459 (1995)

Concise total syntheses of the naturally occurring tropoloisoquinolines grandirubrine (1), imerubrine (2), and isoimerubrine (3) are detailed. The regioselective total synthesis of grandirubrine (1) is based on the [4 + 2]cycloaddition reaction of the α-p

Process route upstream and downstream products

Process route

8-bromo-5,6,7-trimethoxyisoquinoline
81925-37-3

8-bromo-5,6,7-trimethoxyisoquinoline

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

5,6,7-trimethoxyisoquinoline
36982-71-5

5,6,7-trimethoxyisoquinoline

5,6,7-trimethoxyisoquinoline-8-carboxaldehyde
91585-94-3

5,6,7-trimethoxyisoquinoline-8-carboxaldehyde

Conditions
Conditions Yield
With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) Et2O, hexane, 0 deg C, 30 min, 2.) Et2O, hexane, 0 deg C, 30 min;
5,6,7-trimethoxyisoquinoline-8-carboxaldehyde
91585-94-3

5,6,7-trimethoxyisoquinoline-8-carboxaldehyde

methyl 2-(N-tosyl-1-cyano-1,2-dihydro-5,6,7-trimethoxy-8-isoquinolyl)acetate
91523-17-0

methyl 2-(N-tosyl-1-cyano-1,2-dihydro-5,6,7-trimethoxy-8-isoquinolyl)acetate

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 1.) N-BuLi / 1.) THF, hexane, 0 deg C, 15 min, 2.) THF, 30 min
2: HgCl2 / H2O / Heating
3: 91 percent / CH2Cl2; H2O / 25 °C
With n-butyllithium; mercury dichloride; In dichloromethane; water;
Multi-step reaction with 3 steps
1: n-butyllithium / 1) 0 deg C, THF, 15 min, 2) 25 deg C, 5 min, 3) 25 deg C, 17 h
2: 82 percent / HgCl2 / methanol; H2O / 24 h / Heating
3: 84 percent / CH2Cl2; H2O / 16 h / 25 °C
With n-butyllithium; mercury dichloride; In methanol; dichloromethane; water;

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