Product Name

  • Name

    4-Quinolinol, 7-methoxy-8-methyl-2-[4-(1-methylethyl)-2-thiazolyl]-

  • EINECS 1308068-626-2
  • CAS No. 923289-21-8
  • Article Data14
  • CAS DataBase
  • Density 1.240
  • Solubility
  • Melting Point
  • Formula C17H18 N2 O2 S
  • Boiling Point 518 ºC at 760 mmHg
  • Molecular Weight 314.408
  • Flash Point 267.1 ºC
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 923289-21-8 (4-Quinolinol, 7-methoxy-8-methyl-2-[4-(1-methylethyl)-2-thiazolyl]-)
  • Hazard Symbols
  • Synonyms 4-Quinolinol, 7-methoxy-8-methyl-2-[4-(1-methylethyl)-2-thiazolyl]-;2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol;7-Methoxy-8-Methyl-2-[4-(1-Methylethyl)-2-thiazolyl]-;7-Methoxy-8-Methyl-2-[4-(1-Methylethyl)-2-thiazolyl]-4-Quinolinol;7-Methoxy-8-Methyl-2-[4-isopropylthiazol-2-yl]-4-hydroxy-quinoline
  • PSA 83.48000
  • LogP 4.50430

Synthetic route

N-(6-acetyl-2-methyl-3-methoxyphenyl)-4-isopropylthiazole-2-carboxamide
923289-20-7

N-(6-acetyl-2-methyl-3-methoxyphenyl)-4-isopropylthiazole-2-carboxamide

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Stage #1: N-(6-acetyl-2-methyl-3-methoxyphenyl)-4-isopropylthiazole-2-carboxamide With potassium tert-butylate In tert-butyl alcohol for 18h; Reflux; Inert atmosphere;
Stage #2: With hydrogenchloride In water; ethyl acetate at 20℃;		99%
With potassium tert-butylate In tert-butyl alcohol for 18h; Inert atmosphere; Reflux;99%
With potassium tert-butylate In tert-butyl alcohol at 100℃; for 8h;90%
2-(4,7-dimethoxy-8-methylquinoline-2-yl)-4-isopropylthiazole

2-(4,7-dimethoxy-8-methylquinoline-2-yl)-4-isopropylthiazole

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
With hydrogenchloride In water for 14h; Inert atmosphere; Reflux;80%
3-methyl-butan-2-one
563-80-4

3-methyl-butan-2-one

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: bromine / methanol / 3 h / -30 - 20 °C / Inert atmosphere
2.1: ethanol / 1.5 h / Inert atmosphere; Reflux
3.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere
4.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
4.2: Inert atmosphere
5.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux
View Scheme
1-(2-amino-4-methoxy-3-methyl-phenyl)ethanone
912347-94-5

1-(2-amino-4-methoxy-3-methyl-phenyl)ethanone

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux
View Scheme
4-isopropylthiazole-2-carboxylic acid
1108658-73-6

4-isopropylthiazole-2-carboxylic acid

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 3 steps
1: oxalyl dichloride / dichloromethane / 4.5 h / 0 - 20 °C
2: acetone / 4.5 h / 0 - 20 °C
3: potassium tert-butylate / tert-butyl alcohol / 8 h / 100 °C
View Scheme
C9H14BrNO2S

C9H14BrNO2S

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere
2.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
2.2: Inert atmosphere
3.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux
View Scheme
1-bromo-3-methyl-2-butanone
19967-55-6

1-bromo-3-methyl-2-butanone

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: ethanol / 1.5 h / Inert atmosphere; Reflux
2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere
3.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 5 steps
1: ethanol / 2 h / 75 °C
2: lithium hydroxide monohydrate / methanol / 3.5 h / 0 - 20 °C
3: oxalyl dichloride / dichloromethane / 4.5 h / 0 - 20 °C
4: acetone / 4.5 h / 0 - 20 °C
5: potassium tert-butylate / tert-butyl alcohol / 8 h / 100 °C
View Scheme
2-methyl-3-methoxyaniline
19500-02-8

2-methyl-3-methoxyaniline

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: boron trichloride / dichloromethane; para-xylene / 0.5 h / 0 °C / Inert atmosphere
1.2: 0.5 h / 0 °C / Inert atmosphere
1.3: 19.75 h / 0 - 70 °C / Inert atmosphere
2.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
2.2: Inert atmosphere
3.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 7 steps
1: methanol / 4 h / 20 °C
2: Eaton′s Reagent / 1 h / 50 °C
3: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
4: ammonia / methanol / 20 °C
5: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere
6: methanol / 48 h / 20 °C
7: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 7 steps
1: methanol / 4 h / 20 °C
2: Eaton′s Reagent / 1 h / 50 °C
3: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
4: magnesium chloride / acetonitrile / 20 h / 80 °C
5: tetraphosphorus decasulfide; pyridine / 10 h / 110 °C / Inert atmosphere
6: manganese(IV) oxide / 24 h / Reflux
7: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 8 steps
1: methanol / 4 h / 20 °C
2: Eaton′s Reagent / 1 h / 50 °C
3: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
4: ammonia / methanol / 20 °C
5: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere
6: potassium carbonate / methanol / 24 h / 50 °C
7: isopropyl alcohol / 24 h / 100 °C
8: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
N-(S)-(1-hydroxy-3-methylbutan-2-yl)-4,7-dimethoxy-8-methylquinoline-2-carboxamide

N-(S)-(1-hydroxy-3-methylbutan-2-yl)-4,7-dimethoxy-8-methylquinoline-2-carboxamide

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetraphosphorus decasulfide; pyridine / 10 h / 110 °C / Inert atmosphere
2: manganese(IV) oxide / 24 h / Reflux
3: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
2-(4,7-dimethoxy-8-methylquinoline-2-yl)-4-isopropyl-4,5-dihydrothiazole

2-(4,7-dimethoxy-8-methylquinoline-2-yl)-4-isopropyl-4,5-dihydrothiazole

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: manganese(IV) oxide / 24 h / Reflux
2: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
4,7-dimethoxy-8-methylquinoline-2-carboxamide

4,7-dimethoxy-8-methylquinoline-2-carboxamide

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere
2: methanol / 48 h / 20 °C
3: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 4 steps
1: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere
2: potassium carbonate / methanol / 24 h / 50 °C
3: isopropyl alcohol / 24 h / 100 °C
4: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
4,7-dimethoxy-8-methylquinoline-2-carboxthioamide

4,7-dimethoxy-8-methylquinoline-2-carboxthioamide

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 48 h / 20 °C
2: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / methanol / 24 h / 50 °C
2: isopropyl alcohol / 24 h / 100 °C
3: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
dimethyl 2-(3-methoxy-2-methylphenylamino)-2-butenedioate
801281-88-9

dimethyl 2-(3-methoxy-2-methylphenylamino)-2-butenedioate

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: Eaton′s Reagent / 1 h / 50 °C
2: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
3: ammonia / methanol / 20 °C
4: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere
5: methanol / 48 h / 20 °C
6: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 6 steps
1: Eaton′s Reagent / 1 h / 50 °C
2: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
3: magnesium chloride / acetonitrile / 20 h / 80 °C
4: tetraphosphorus decasulfide; pyridine / 10 h / 110 °C / Inert atmosphere
5: manganese(IV) oxide / 24 h / Reflux
6: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 7 steps
1: Eaton′s Reagent / 1 h / 50 °C
2: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
3: ammonia / methanol / 20 °C
4: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere
5: potassium carbonate / methanol / 24 h / 50 °C
6: isopropyl alcohol / 24 h / 100 °C
7: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
4,5-dihydro-4-isopropyl-2-(4,7-dimethoxy-8-methylquinolin-2-yl)thiazol-4-ol

4,5-dihydro-4-isopropyl-2-(4,7-dimethoxy-8-methylquinolin-2-yl)thiazol-4-ol

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: isopropyl alcohol / 24 h / 100 °C
2: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
methyl 4-hydroxy-7-methoxy-8-methylquinoline-2-carboxylate
801281-89-0

methyl 4-hydroxy-7-methoxy-8-methylquinoline-2-carboxylate

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
2: ammonia / methanol / 20 °C
3: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere
4: methanol / 48 h / 20 °C
5: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 5 steps
1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
2: magnesium chloride / acetonitrile / 20 h / 80 °C
3: tetraphosphorus decasulfide; pyridine / 10 h / 110 °C / Inert atmosphere
4: manganese(IV) oxide / 24 h / Reflux
5: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 6 steps
1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
2: ammonia / methanol / 20 °C
3: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere
4: potassium carbonate / methanol / 24 h / 50 °C
5: isopropyl alcohol / 24 h / 100 °C
6: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
methyl 4,7-dimethoxy-8-methylquinoline-2-carboxylate

methyl 4,7-dimethoxy-8-methylquinoline-2-carboxylate

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ammonia / methanol / 20 °C
2: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere
3: methanol / 48 h / 20 °C
4: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 4 steps
1: magnesium chloride / acetonitrile / 20 h / 80 °C
2: tetraphosphorus decasulfide; pyridine / 10 h / 110 °C / Inert atmosphere
3: manganese(IV) oxide / 24 h / Reflux
4: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 5 steps
1: ammonia / methanol / 20 °C
2: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere
3: potassium carbonate / methanol / 24 h / 50 °C
4: isopropyl alcohol / 24 h / 100 °C
5: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
4-(1-methylethyl)thiazole-2-carboxylic acid ethyl ester
156589-82-1

4-(1-methylethyl)thiazole-2-carboxylic acid ethyl ester

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: lithium hydroxide monohydrate / methanol / 3.5 h / 0 - 20 °C
2: oxalyl dichloride / dichloromethane / 4.5 h / 0 - 20 °C
3: acetone / 4.5 h / 0 - 20 °C
4: potassium tert-butylate / tert-butyl alcohol / 8 h / 100 °C
View Scheme
4-isopropylthiazole-2-carbonyl chloride
923289-59-2

4-isopropylthiazole-2-carbonyl chloride

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetone / 4.5 h / 0 - 20 °C
2: potassium tert-butylate / tert-butyl alcohol / 8 h / 100 °C
View Scheme
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

4-chloro-2-isopropylthiazolyl-7-methoxy-8-methylquinoline

4-chloro-2-isopropylthiazolyl-7-methoxy-8-methylquinoline

Conditions
ConditionsYield
With NaOH In trichlorophosphate96%
With sodium hydroxide; trichlorophosphate4.11 g (91%)
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

(2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester
74844-91-0, 114676-69-6, 135042-17-0, 227935-38-8, 102195-79-9

(2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester

C28H35N3O6S
923604-80-2

C28H35N3O6S

Conditions
ConditionsYield
With 2-(diphenylphosphino)pyridine; di-isopropyl azodicarboxylate In tetrahydrofuran at -15 - 20℃; for 17h;85%
With 2-(diphenylphosphino)pyridine; di-tert-butyl-diazodicarboxylate In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;80%
With di-isopropyl azodicarboxylate In tetrahydrofuran at -15 - 20℃; Mitsunobu reaction;
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

C32H44N4O11S

C32H44N4O11S

C43H57N5O8S

C43H57N5O8S

Conditions
ConditionsYield
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 50℃;80%
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

C32H44N4O10S

C32H44N4O10S

C43H57N5O8S

C43H57N5O8S

Conditions
ConditionsYield
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 50℃;80%
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

(1R,2R,4S)-1-benzyl 2-methyl 4-hydroxycyclopentane-1,2-dicarboxylate
1042695-89-5

(1R,2R,4S)-1-benzyl 2-methyl 4-hydroxycyclopentane-1,2-dicarboxylate

C32H34N2O6S
1042695-85-1

C32H34N2O6S

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 0 - 20℃; for 2h; Product distribution / selectivity; Mitsunobu reaction;75%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Product distribution / selectivity; Mitsunobu reaction;71%
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

C26H35BrN2O8S2
1551161-65-9

C26H35BrN2O8S2

C37H48N4O7S2
1551161-70-6

C37H48N4O7S2

Conditions
ConditionsYield
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 75℃;74%
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

methyl-2-fluoro-1-((1R,2R,4S)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-hydroxycyclopentanecarboxamido)-cis-2-vinylcyclopropanecarboxylate

methyl-2-fluoro-1-((1R,2R,4S)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-hydroxycyclopentanecarboxamido)-cis-2-vinylcyclopropanecarboxylate

methyl 2-fluoro-1-((1R,2R,4R)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentanecarboxamido)-cis-2-vinylcyclopropanecarboxylate

methyl 2-fluoro-1-((1R,2R,4R)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentanecarboxamido)-cis-2-vinylcyclopropanecarboxylate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at -15℃; for 4h; Mitsunobu Displacement; Inert atmosphere;72%
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

methyl (1R,2R,4R)-2-[5-hexen-1-yl-(methyl)carbamoyl]-4-hydroxycyclopentanecarboxylate
1042695-84-0

methyl (1R,2R,4R)-2-[5-hexen-1-yl-(methyl)carbamoyl]-4-hydroxycyclopentanecarboxylate

methyl (1R,2R,4S)-2-[5-hexen-1-yl(methyl)carbamoyl]-4-[[2-(4-isopropyl-1,3-thiazol-2-yl)-7-methoxy-8-methyl-4-quinolinyl]oxy]cyclopentanecarboxylate
1042695-87-3

methyl (1R,2R,4S)-2-[5-hexen-1-yl(methyl)carbamoyl]-4-[[2-(4-isopropyl-1,3-thiazol-2-yl)-7-methoxy-8-methyl-4-quinolinyl]oxy]cyclopentanecarboxylate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 0 - 20℃; for 19 - 20h; Product distribution / selectivity;71%
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

ethyl(2S,6S,13aS,14aR,16aS)-6-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-2-hydroxy-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxylate
744250-80-4

ethyl(2S,6S,13aS,14aR,16aS)-6-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-2-hydroxy-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxylate

(2R,6S,13aS,14aR,16aS)-6-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-2-{[8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinyl]oxy}-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)carboxylic acid

(2R,6S,13aS,14aR,16aS)-6-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-2-{[8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinyl]oxy}-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)carboxylic acid

Conditions
ConditionsYield
Stage #1: 8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol; ethyl(2S,6S,13aS,14aR,16aS)-6-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-2-hydroxy-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxylate With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
Stage #2: With water; lithium hydroxide In tetrahydrofuran; methanol at 20℃; for 18h;
Stage #3: With hydrogenchloride In tetrahydrofuran; methanol		61%
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

C21H32N2O8S
1218999-00-8

C21H32N2O8S

C37H46N4O7S
1218999-01-9

C37H46N4O7S

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 70℃;58%
(1R,2S)-1-{[(1R,2R,4S)-2-(hex-5-enyl-methyl-carbamoyl)-4-hydroxy-cyclopentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester
922727-93-3

(1R,2S)-1-{[(1R,2R,4S)-2-(hex-5-enyl-methyl-carbamoyl)-4-hydroxy-cyclopentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

ethyl (1R,2S)-2-ethenyl-1-({[(1R,2R,4R)-2-[hex-5-en-1-yl-(methyl)carbamoyl]-4-({7-methoxy-8-methyl-2-[4-(propan-2-yl)-1,3-thiazol-2-yl]quinolin-4-yl}oxy)cyclopentyl]carbonyl}-amino)cyclopropanecarboxylate
923604-56-2

ethyl (1R,2S)-2-ethenyl-1-({[(1R,2R,4R)-2-[hex-5-en-1-yl-(methyl)carbamoyl]-4-({7-methoxy-8-methyl-2-[4-(propan-2-yl)-1,3-thiazol-2-yl]quinolin-4-yl}oxy)cyclopentyl]carbonyl}-amino)cyclopropanecarboxylate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at -15℃; for 4.5h;56%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at -15℃; for 4.5h;56%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at -15 - 20℃; Mitsunobu reaction;
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

C22H34N2O5

C22H34N2O5

C39H50N4O6S

C39H50N4O6S

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at -15℃; for 4.5h;56%
C25H32BrN3O9S2
874124-85-3

C25H32BrN3O9S2

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

C36H45N5O8S2
1285533-29-0

C36H45N5O8S2

Conditions
ConditionsYield
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 75℃;45%
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

C19H28N2O8S
1218998-86-7

C19H28N2O8S

C35H42N4O7S
1218998-87-8

C35H42N4O7S

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 70℃; for 12h;30%
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

(1R,4R,6S,15R,18R)-18-(4-bromobenzenesulfonyloxy)-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.4.0.0]nonadec-7-ene-4-carboxylic acid methyl ester

(1R,4R,6S,15R,18R)-18-(4-bromobenzenesulfonyloxy)-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.4.0.0]nonadec-7-ene-4-carboxylic acid methyl ester

(1R,4R,6S,15R,18S)-18-[2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methyl-quinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.4.0.0]nonadec-7-ene-4-carboxylic acid methyl ester

(1R,4R,6S,15R,18S)-18-[2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methyl-quinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.4.0.0]nonadec-7-ene-4-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: 8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol; (1R,4R,6S,15R,18R)-18-(4-bromobenzenesulfonyloxy)-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.4.0.0]nonadec-7-ene-4-carboxylic acid methyl ester at 70℃; for 40h;
Stage #2: With potassium carbonate In 1-methyl-pyrrolidin-2-one at 85℃; for 4h;		27%
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

C18H29N3O5

C18H29N3O5

(1R,4S,14S,Z)-ethyl 4-(2-(2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yloxy)ethyl)-7-methyl-3,6-dioxo-2,5,7-triazabicyclo[12.1.0]pentadec-12-ene-1-carboxylate
1108660-17-8

(1R,4S,14S,Z)-ethyl 4-(2-(2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yloxy)ethyl)-7-methyl-3,6-dioxo-2,5,7-triazabicyclo[12.1.0]pentadec-12-ene-1-carboxylate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Mitsunobu reaction;26%
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

18-hydroxy-14-(4-methoxy-benzyl)-2,15-dioxo-3,14,16-triaza-tricyclo-[14.3.0.0*4,6*]nonadec-7-ene-4-carboxyric acid ethyl ester
923274-86-6

18-hydroxy-14-(4-methoxy-benzyl)-2,15-dioxo-3,14,16-triaza-tricyclo-[14.3.0.0*4,6*]nonadec-7-ene-4-carboxyric acid ethyl ester

C44H53N5O7S

C44H53N5O7S

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Product distribution / selectivity;
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

C21H32N2O5
1079097-27-0

C21H32N2O5

C38H48N4O6S
1079097-45-2

C38H48N4O6S

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine at -20 - 20℃; Mitsunobu reaction;
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

C22H34N2O5
923289-03-6

C22H34N2O5

C39H50N4O6S
1079097-40-7

C39H50N4O6S

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine at -20 - 20℃; Mitsunobu reaction;
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

C25H31BrN2O8S

C25H31BrN2O8S

C37H46N4O7S
1218998-94-7

C37H46N4O7S

Conditions
ConditionsYield
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 50℃; for 15h; Sealed tube;
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

(2R,6S,13aS,14aR,16aS)-N-(cyclopropylsulfonyl)-2-{[8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinyl]oxy}-5,16-dioxo-6-[(1-pyrrolidinylcarbonyl)amino]-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxamide

(2R,6S,13aS,14aR,16aS)-N-(cyclopropylsulfonyl)-2-{[8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinyl]oxy}-5,16-dioxo-6-[(1-pyrrolidinylcarbonyl)amino]-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 18 h / 0 - 20 °C / Inert atmosphere
2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere
3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 40 °C / Inert atmosphere
3.2: 18 h / 40 °C / Inert atmosphere
4.1: hydrogenchloride / 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide / 3 h / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
5.2: Inert atmosphere
View Scheme
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

C45H59N7O8S2

C45H59N7O8S2

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 18 h / 0 - 20 °C / Inert atmosphere
2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere
3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 40 °C / Inert atmosphere
3.2: 18 h / 40 °C / Inert atmosphere
4.1: hydrogenchloride / 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide / 3 h / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
5.2: Inert atmosphere
View Scheme
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

(2R,6S,13aS,14aR,16aS)-N-(cyclopropylsulfonyl)-2-{[8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinyl]oxy}-5,16-dioxo-6-[(1-piperidinylcarbonyl)amino]-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxamide

(2R,6S,13aS,14aR,16aS)-N-(cyclopropylsulfonyl)-2-{[8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinyl]oxy}-5,16-dioxo-6-[(1-piperidinylcarbonyl)amino]-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 18 h / 0 - 20 °C / Inert atmosphere
2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere
3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 40 °C / Inert atmosphere
3.2: 18 h / 40 °C / Inert atmosphere
4.1: hydrogenchloride / 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide / 3 h / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
5.2: Inert atmosphere
View Scheme
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

(2R,6S,13aS,14aR,16aS)-N-(cyclopropylsulfonyl)-6-{[(4-hydroxy-1-piperidinyl)carbonyl]amino}-2-{[8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinyl]oxy}-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16 ,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxamide

(2R,6S,13aS,14aR,16aS)-N-(cyclopropylsulfonyl)-6-{[(4-hydroxy-1-piperidinyl)carbonyl]amino}-2-{[8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinyl]oxy}-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16 ,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 18 h / 0 - 20 °C / Inert atmosphere
2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere
3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 40 °C / Inert atmosphere
3.2: 18 h / 40 °C / Inert atmosphere
4.1: hydrogenchloride / 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide / 3 h / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
5.2: Inert atmosphere
View Scheme
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

(2R,6S,13aS,14aR,16aS)-N-(cyclopropylsulfonyl)-6-({[4-(hydroxymethyl)-1-piperidinyl]carbonyl}amino)-2-{[8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinyl]oxy}-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxamide

(2R,6S,13aS,14aR,16aS)-N-(cyclopropylsulfonyl)-6-({[4-(hydroxymethyl)-1-piperidinyl]carbonyl}amino)-2-{[8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinyl]oxy}-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 18 h / 0 - 20 °C / Inert atmosphere
2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere
3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 40 °C / Inert atmosphere
3.2: 18 h / 40 °C / Inert atmosphere
4.1: hydrogenchloride / 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide / 3 h / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
5.2: Inert atmosphere
View Scheme

2-(4-Isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol Specification

The 2-(4-Isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol, with the cas registry number 923289-21-8, has other names as 4-quinolinol, 7-methoxy-8-methyl-2-[4-(1-methylethyl)-2-thiazolyl]-.
 
The physical properties of this chemical are as follows: (1)ACD/LogP: 5.71; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.03; (4)ACD/LogD (pH 7.4): 4.88; (5)#H bond acceptors: 4; (6)#H bond donors: 1; (7)#Freely Rotating Bonds: 4; (8)Polar Surface Area: 83.48 ; (9)Index of Refraction: 1.635; (10)Molar Refractivity: 90.82 cm3; (11)Molar Volume: 253.5 cm3; (12)Polarizability: 36×10-24 cm3; (13)Surface Tension: 51.8 dyne/cm; (14)Density: 1.24 g/cm3; (15)Flash Point: 267.1 °C; (16)Enthalpy of Vaporization: 82.03 kJ/mol; (17)Boiling Point: 518 °C at 760 mmHg; (18)Vapour Pressure: 2.37E-11 mmHg at 25°C.

In addition, you could convert the following datas into the molecular structure:
(1)SMILES:Cc1c(ccc2c1nc(cc2O)c3nc(cs3)C(C)C)OC
(2)InChI:InChI=1/C17H18N2O2S/c1-9(2)13-8-22-17(19-13)12-7-14(20)11-5-6-15(21-4)10(3)16(11)18-12/h5-9H,1-4H3,(H,18,20)
(3)InChIKey:LPPRPUJPNUYIKH-UHFFFAOYAQ

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