Product Name

  • Name

    (S)-4-ETHYL-4-HYDROXY-7,8-DIHYDRO-1H-PYRANO[3,4-F]INDOLIZINE-3,6,10(4H)-TRIONE

  • EINECS
  • CAS No. 110351-94-5
  • Article Data17
  • CAS DataBase
  • Density 1.506 g/cm3
  • Solubility
  • Melting Point 183-185℃ (decomposition)
  • Formula C13H13NO5
  • Boiling Point 666.634 °C at 760 mmHg
  • Molecular Weight 263.25
  • Flash Point 356.968 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 110351-94-5 ((S)-4-ETHYL-4-HYDROXY-7,8-DIHYDRO-1H-PYRANO[3,4-F]INDOLIZINE-3,6,10(4H)-TRIONE)
  • Hazard Symbols
  • Synonyms (4S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione;(s)-8-Ethyl-8-hydroxy-2,3,5,8-tetrahydro-6-oxa-3a-aza-cyclopenta[b]naphthalene-1,4,7-trione;ZINC01616399;AKOS005145923;AG-D-27789;CID10220900;(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione;
  • PSA 85.60000
  • LogP 0.08910

Synthetic route

(S)-4′-ethyl-4′-hydroxy-7′,8′-dihydrospiro[[1,3]dioxolane-2,6′-pyrano[3,4-f]indolizine]-3′,10′(1′H,4′H)-dione
110351-93-4

(S)-4′-ethyl-4′-hydroxy-7′,8′-dihydrospiro[[1,3]dioxolane-2,6′-pyrano[3,4-f]indolizine]-3′,10′(1′H,4′H)-dione

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 60℃; for 3h;100%
With trifluoroacetic acid at 20℃; for 6h;93%
With trifluoroacetic acid for 3h; Ambient temperature;88.9%
C17H21NO7
165674-36-2

C17H21NO7

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 60℃; for 3h;100%
(S,E)-6-benzylidene-4-ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,10(4H,6H)-dione

(S,E)-6-benzylidene-4-ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,10(4H,6H)-dione

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Stage #1: (S,E)-6-benzylidene-4-ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,10(4H,6H)-dione With oxygen; ozone In dichloromethane at -40℃; for 0.75h;
Stage #2: With dimethylsulfide In dichloromethane at -40 - 20℃; for 2h;		96%
(S)-4′-ethyl-4′-hydroxy-7′,8′-dihydrospiro[[1,3]dioxolane-2,6′-pyrano[3,4-f]indolizine]-3′,10′(1′H,4′H)-dione
110351-93-4

(S)-4′-ethyl-4′-hydroxy-7′,8′-dihydrospiro[[1,3]dioxolane-2,6′-pyrano[3,4-f]indolizine]-3′,10′(1′H,4′H)-dione

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 60℃; for 3h;100%
With trifluoroacetic acid at 20℃; for 6h;93%
With trifluoroacetic acid for 3h; Ambient temperature;88.9%
C17H21NO7
165674-36-2

C17H21NO7

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 60℃; for 3h;100%
(S,E)-6-benzylidene-4-ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,10(4H,6H)-dione

(S,E)-6-benzylidene-4-ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,10(4H,6H)-dione

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Stage #1: (S,E)-6-benzylidene-4-ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,10(4H,6H)-dione With oxygen; ozone In dichloromethane at -40℃; for 0.75h;
Stage #2: With dimethylsulfide In dichloromethane at -40 - 20℃; for 2h;		96%
1,1-dimethylethyl (S)-4-ethyl-3,4,8,10-tetrahydro-4,6-dihydroxy-3,10-dioxo-1H-pyrano[3,4 - f] indolidin-7-carboxylate
183434-04-0

1,1-dimethylethyl (S)-4-ethyl-3,4,8,10-tetrahydro-4,6-dihydroxy-3,10-dioxo-1H-pyrano[3,4 - f] indolidin-7-carboxylate

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
In toluene; trifluoroacetic acid at 110℃; for 2h;93.4%
With trifluoroacetic acid In toluene at 110℃; for 1.66667h;77%
(S)-α-ethyl-α-hydroxy-1,1-(ethylenedioxy)-6-hydroxymethyl-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide
110314-10-8

(S)-α-ethyl-α-hydroxy-1,1-(ethylenedioxy)-6-hydroxymethyl-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
With trifluoroacetic acid for 3h; Ambient temperature;93%
With sulfuric acid In 1,2-dimethoxyethane
Multi-step reaction with 2 steps
1: acetic acid / 2 h / 70 °C
2: 2N aq. sulfuric acid / 1,2-dimethoxy-ethane / 8 h / 50 °C
View Scheme
4'-ethyl-1',4',7',8'-tetrahydro-4'-hydroxy-3'H,10'H-spiro[1,3-dioxolane-2,6'-pyrano[3,4-f]indolizine]-3',10'-dione
102978-41-6

4'-ethyl-1',4',7',8'-tetrahydro-4'-hydroxy-3'H,10'H-spiro[1,3-dioxolane-2,6'-pyrano[3,4-f]indolizine]-3',10'-dione

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 98.1 percent / DMAP / CH2Cl2 / 4 h / 40 °C
2: aq. K2CO3 / methanol / Ambient temperature
3: 88.9 percent / 80percent aq. CF3COOH / 3 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 20 h / 75 °C
2: sulfuric acid / 1,2-dimethoxy-ethane
View Scheme
Multi-step reaction with 3 steps
1: 20 h / 75 °C
2: acetic acid / 2 h / 70 °C
3: 2N aq. sulfuric acid / 1,2-dimethoxy-ethane / 8 h / 50 °C
View Scheme
Multi-step reaction with 3 steps
1: 20 h / 70 °C
2: p-toluenesulfonica acid / acetic acid / 7 h / 70 °C
3: 2N aq. sulfuric acid / 1,2-dimethoxy-ethane / 8 h / 50 °C
View Scheme
Multi-step reaction with 3 steps
1.1: copper(l) chloride / dichloromethane / 8 h / 20 °C
2.1: potassium hydroxide / methanol / 5 h / 67 °C
2.2: pH 2-3
3.1: trifluoroacetic acid / 6 h / 20 °C
View Scheme
1,1-ethylenedioxy-5-oxo-(5'-ethyl-2'H,5'H,6'H-6-oxopyran)-[3',4',f]-Δ6(8)-tetrahydroindolizine
127318-97-2

1,1-ethylenedioxy-5-oxo-(5'-ethyl-2'H,5'H,6'H-6-oxopyran)-[3',4',f]-Δ6(8)-tetrahydroindolizine

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: O2, (EtO)3P, tBuONa / dimethylformamide / 2 h / -40 °C
2: 98.1 percent / DMAP / CH2Cl2 / 4 h / 40 °C
3: aq. K2CO3 / methanol / Ambient temperature
4: 88.9 percent / 80percent aq. CF3COOH / 3 h / Ambient temperature
View Scheme
Multi-step reaction with 8 steps
1: 94 percent / DIBAL-H / tetrahydrofuran / 2 h / -78 °C
2: 96 percent / MsCl, TEA / tetrahydrofuran / 24 h / Ambient temperature
3: (DHQD)2-PHAL, K3Fe(CN)6, K2CO3, K2OsO2, CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 96 h / Ambient temperature
4: pyridine / 3 h / Ambient temperature
5: 93 percent / i-PrNEt / CH2Cl2 / 3 h / Ambient temperature
6: 92 percent / aq. K2CO3 / methanol / 2 h / Ambient temperature
7: 84 percent / pyridinium chlorochromate, AcONa, molecular sieves 4 Angstroem / 24 h / Ambient temperature
8: 100 percent / aq. HCl / tetrahydrofuran; H2O / 3 h / 60 °C
View Scheme
Multi-step reaction with 5 steps
1: 94 percent / DIBAL-H / tetrahydrofuran / 2 h / -78 °C
2: 96 percent / MsCl, TEA / tetrahydrofuran / 24 h / Ambient temperature
3: (DHQD)2-PHAL, K3Fe(CN)6, K2CO3, K2OsO2, CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 96 h / Ambient temperature
4: I2, CaCO3 / methanol; H2O / 24 h / Ambient temperature
5: 100 percent / aq. HCl / tetrahydrofuran; H2O / 3 h / 60 °C
View Scheme
4-acetoxy-4-ethyl-6,6-(ethylenedioxy)-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,10(4H)-dione
144788-94-3

4-acetoxy-4-ethyl-6,6-(ethylenedioxy)-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,10(4H)-dione

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. K2CO3 / methanol / Ambient temperature
2: 88.9 percent / 80percent aq. CF3COOH / 3 h / Ambient temperature
View Scheme
citrazinic acid
99-11-6

citrazinic acid

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 17 steps
1: 78 percent / POPCl3, Me4NCl / 2 h / 130 - 142 °C
2: 84 percent / tetrahydrofuran / 1 h / 0 °C
3: 100 percent / TMSCl / 12 h / Ambient temperature
4: 89 percent / methanol / 20 h / Heating
5: 1.) n-BuLi / 1.) heptane, hexane, 0 deg C, 30 min, 2.) hexane, heptane, -30 deg C - 0 deg C, 1 h
6: 71 percent / NaBH4, n-Bu4NCl / H2O / 18 h
7: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C
8: 89 percent / Pd(OAc)2, K2CO3, DPP / dimethylformamide / 16 h / 90 °C / 775.7 Torr
10: 92 percent / OsO4, Me3NO*2H2O / 2-methyl-propan-2-ol / 24 h / 40 °C
11: 76 percent / PS-30 catalyst / various solvent(s) / 48 h
12: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h
13: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature
14: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
15: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
16: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
17: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
2,6-dichloropyridine-4-carboxylic acid
5398-44-7

2,6-dichloropyridine-4-carboxylic acid

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 16 steps
1: 84 percent / tetrahydrofuran / 1 h / 0 °C
2: 100 percent / TMSCl / 12 h / Ambient temperature
3: 89 percent / methanol / 20 h / Heating
4: 1.) n-BuLi / 1.) heptane, hexane, 0 deg C, 30 min, 2.) hexane, heptane, -30 deg C - 0 deg C, 1 h
5: 71 percent / NaBH4, n-Bu4NCl / H2O / 18 h
6: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C
7: 89 percent / Pd(OAc)2, K2CO3, DPP / dimethylformamide / 16 h / 90 °C / 775.7 Torr
9: 92 percent / OsO4, Me3NO*2H2O / 2-methyl-propan-2-ol / 24 h / 40 °C
10: 76 percent / PS-30 catalyst / various solvent(s) / 48 h
11: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h
12: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature
13: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
14: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
15: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
16: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
1-(2,6-dichloropyridin-4-yl)propan-1-one
183433-62-7

1-(2,6-dichloropyridin-4-yl)propan-1-one

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 15 steps
1: 100 percent / TMSCl / 12 h / Ambient temperature
2: 89 percent / methanol / 20 h / Heating
3: 1.) n-BuLi / 1.) heptane, hexane, 0 deg C, 30 min, 2.) hexane, heptane, -30 deg C - 0 deg C, 1 h
4: 71 percent / NaBH4, n-Bu4NCl / H2O / 18 h
5: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C
6: 89 percent / Pd(OAc)2, K2CO3, DPP / dimethylformamide / 16 h / 90 °C / 775.7 Torr
8: 92 percent / OsO4, Me3NO*2H2O / 2-methyl-propan-2-ol / 24 h / 40 °C
9: 76 percent / PS-30 catalyst / various solvent(s) / 48 h
10: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h
11: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature
12: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
13: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
14: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
15: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
5-Benzyloxymethyl-4-(1-hydroxy-1-hydroxymethyl-propyl)-6-methoxy-pyridine-2-carboxylic acid propyl ester
183433-74-1

5-Benzyloxymethyl-4-(1-hydroxy-1-hydroxymethyl-propyl)-6-methoxy-pyridine-2-carboxylic acid propyl ester

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 76 percent / PS-30 catalyst / various solvent(s) / 48 h
2: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h
3: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature
4: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
5: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
6: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
7: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
5-Benzyloxymethyl-4-((S)-1-hydroxy-1-hydroxymethyl-propyl)-6-methoxy-pyridine-2-carboxylic acid propyl ester
183433-75-2

5-Benzyloxymethyl-4-((S)-1-hydroxy-1-hydroxymethyl-propyl)-6-methoxy-pyridine-2-carboxylic acid propyl ester

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h
2: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature
3: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
4: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
5: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
6: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
2,6-dichloro-4-(2-ethyl-1,3-dioxolan-2-yl)pyridine
183433-63-8

2,6-dichloro-4-(2-ethyl-1,3-dioxolan-2-yl)pyridine

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1: 89 percent / methanol / 20 h / Heating
2: 1.) n-BuLi / 1.) heptane, hexane, 0 deg C, 30 min, 2.) hexane, heptane, -30 deg C - 0 deg C, 1 h
3: 71 percent / NaBH4, n-Bu4NCl / H2O / 18 h
4: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C
5: 89 percent / Pd(OAc)2, K2CO3, DPP / dimethylformamide / 16 h / 90 °C / 775.7 Torr
7: 92 percent / OsO4, Me3NO*2H2O / 2-methyl-propan-2-ol / 24 h / 40 °C
8: 76 percent / PS-30 catalyst / various solvent(s) / 48 h
9: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h
10: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature
11: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
12: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
13: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
14: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
6-chloro-4-(2-ethyl-1,3-dioxolan-2-yl)-2-methoxypyridine
183433-64-9

6-chloro-4-(2-ethyl-1,3-dioxolan-2-yl)-2-methoxypyridine

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1: 1.) n-BuLi / 1.) heptane, hexane, 0 deg C, 30 min, 2.) hexane, heptane, -30 deg C - 0 deg C, 1 h
2: 71 percent / NaBH4, n-Bu4NCl / H2O / 18 h
3: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C
4: 89 percent / Pd(OAc)2, K2CO3, DPP / dimethylformamide / 16 h / 90 °C / 775.7 Torr
6: 92 percent / OsO4, Me3NO*2H2O / 2-methyl-propan-2-ol / 24 h / 40 °C
7: 76 percent / PS-30 catalyst / various solvent(s) / 48 h
8: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h
9: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature
10: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
11: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
12: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
13: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
6-Chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridine-3-carbaldehyde
183433-65-0

6-Chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridine-3-carbaldehyde

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 71 percent / NaBH4, n-Bu4NCl / H2O / 18 h
2: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C
3: 89 percent / Pd(OAc)2, K2CO3, DPP / dimethylformamide / 16 h / 90 °C / 775.7 Torr
5: 92 percent / OsO4, Me3NO*2H2O / 2-methyl-propan-2-ol / 24 h / 40 °C
6: 76 percent / PS-30 catalyst / various solvent(s) / 48 h
7: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h
8: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature
9: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
10: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
11: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
12: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
[6-Chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridin-3-yl]-methanol
183433-66-1

[6-Chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridin-3-yl]-methanol

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C
2: 89 percent / Pd(OAc)2, K2CO3, DPP / dimethylformamide / 16 h / 90 °C / 775.7 Torr
4: 92 percent / OsO4, Me3NO*2H2O / 2-methyl-propan-2-ol / 24 h / 40 °C
5: 76 percent / PS-30 catalyst / various solvent(s) / 48 h
6: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h
7: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature
8: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
9: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
10: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
11: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
(S)-4-Ethyl-3,4-dihydroxy-8-methoxy-3,4-dihydro-1H-pyrano[3,4-c]pyridine-6-carboxylic acid propyl ester
194999-55-8

(S)-4-Ethyl-3,4-dihydroxy-8-methoxy-3,4-dihydro-1H-pyrano[3,4-c]pyridine-6-carboxylic acid propyl ester

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
2: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
3: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
4: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
propyl (S)-4-ethyl-3,4,7,8-tetrahydro-4-hydroxy-3,8-dioxo-1H-pyrano[3,4-c] pyridine-6-carboxylate
183434-02-8

propyl (S)-4-ethyl-3,4,7,8-tetrahydro-4-hydroxy-3,8-dioxo-1H-pyrano[3,4-c] pyridine-6-carboxylate

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
2: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
propyl (S)-4-ethyl-3,4-dihydro-4-hydroxy-8-methoxy-3-oxo-1H-pyrano[3,4-c]pyridine-6-carboxylate
183434-00-6

propyl (S)-4-ethyl-3,4-dihydro-4-hydroxy-8-methoxy-3-oxo-1H-pyrano[3,4-c]pyridine-6-carboxylate

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
2: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
3: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
3-Benzyloxymethyl-6-chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridine
183433-67-2

3-Benzyloxymethyl-6-chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridine

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 89 percent / Pd(OAc)2, K2CO3, DPP / dimethylformamide / 16 h / 90 °C / 775.7 Torr
3: 92 percent / OsO4, Me3NO*2H2O / 2-methyl-propan-2-ol / 24 h / 40 °C
4: 76 percent / PS-30 catalyst / various solvent(s) / 48 h
5: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h
6: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature
7: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
8: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
9: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
10: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
5-Benzyloxymethyl-6-methoxy-4-(1-methylene-propyl)-pyridine-2-carboxylic acid propyl ester
183433-72-9

5-Benzyloxymethyl-6-methoxy-4-(1-methylene-propyl)-pyridine-2-carboxylic acid propyl ester

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 92 percent / OsO4, Me3NO*2H2O / 2-methyl-propan-2-ol / 24 h / 40 °C
2: 76 percent / PS-30 catalyst / various solvent(s) / 48 h
3: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h
4: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature
5: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
6: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
7: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
8: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
5-Benzyloxymethyl-4-((S)-1-formyl-1-hydroxy-propyl)-6-methoxy-pyridine-2-carboxylic acid propyl ester
183433-96-7

5-Benzyloxymethyl-4-((S)-1-formyl-1-hydroxy-propyl)-6-methoxy-pyridine-2-carboxylic acid propyl ester

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature
2: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
3: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
4: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
5: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
5-Benzyloxymethyl-4-(2-ethyl-[1,3]dioxolan-2-yl)-6-methoxy-pyridine-2-carboxylic acid propyl ester
183433-68-3

5-Benzyloxymethyl-4-(2-ethyl-[1,3]dioxolan-2-yl)-6-methoxy-pyridine-2-carboxylic acid propyl ester

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 9 steps
2: 92 percent / OsO4, Me3NO*2H2O / 2-methyl-propan-2-ol / 24 h / 40 °C
3: 76 percent / PS-30 catalyst / various solvent(s) / 48 h
4: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h
5: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature
6: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h
7: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C
8: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C
9: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C
View Scheme
C15H17NO4
165674-31-7

C15H17NO4

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: (DHQD)2-PHAL, K3Fe(CN)6, K2CO3, K2OsO2, CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 96 h / Ambient temperature
2: pyridine / 3 h / Ambient temperature
3: 93 percent / i-PrNEt / CH2Cl2 / 3 h / Ambient temperature
4: 92 percent / aq. K2CO3 / methanol / 2 h / Ambient temperature
5: 84 percent / pyridinium chlorochromate, AcONa, molecular sieves 4 Angstroem / 24 h / Ambient temperature
6: 100 percent / aq. HCl / tetrahydrofuran; H2O / 3 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: (DHQD)2-PHAL, K3Fe(CN)6, K2CO3, K2OsO2, CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 96 h / Ambient temperature
2: I2, CaCO3 / methanol; H2O / 24 h / Ambient temperature
3: 100 percent / aq. HCl / tetrahydrofuran; H2O / 3 h / 60 °C
View Scheme
C15H19NO5
165674-30-6

C15H19NO5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 96 percent / MsCl, TEA / tetrahydrofuran / 24 h / Ambient temperature
2: (DHQD)2-PHAL, K3Fe(CN)6, K2CO3, K2OsO2, CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 96 h / Ambient temperature
3: pyridine / 3 h / Ambient temperature
4: 93 percent / i-PrNEt / CH2Cl2 / 3 h / Ambient temperature
5: 92 percent / aq. K2CO3 / methanol / 2 h / Ambient temperature
6: 84 percent / pyridinium chlorochromate, AcONa, molecular sieves 4 Angstroem / 24 h / Ambient temperature
7: 100 percent / aq. HCl / tetrahydrofuran; H2O / 3 h / 60 °C
View Scheme
Multi-step reaction with 4 steps
1: 96 percent / MsCl, TEA / tetrahydrofuran / 24 h / Ambient temperature
2: (DHQD)2-PHAL, K3Fe(CN)6, K2CO3, K2OsO2, CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 96 h / Ambient temperature
3: I2, CaCO3 / methanol; H2O / 24 h / Ambient temperature
4: 100 percent / aq. HCl / tetrahydrofuran; H2O / 3 h / 60 °C
View Scheme
C17H23NO7

C17H23NO7

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 84 percent / pyridinium chlorochromate, AcONa, molecular sieves 4 Angstroem / 24 h / Ambient temperature
2: 100 percent / aq. HCl / tetrahydrofuran; H2O / 3 h / 60 °C
View Scheme
C17H21NO7

C17H21NO7

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 93 percent / i-PrNEt / CH2Cl2 / 3 h / Ambient temperature
2: 92 percent / aq. K2CO3 / methanol / 2 h / Ambient temperature
3: 84 percent / pyridinium chlorochromate, AcONa, molecular sieves 4 Angstroem / 24 h / Ambient temperature
4: 100 percent / aq. HCl / tetrahydrofuran; H2O / 3 h / 60 °C
View Scheme
C19H25NO8

C19H25NO8

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 92 percent / aq. K2CO3 / methanol / 2 h / Ambient temperature
2: 84 percent / pyridinium chlorochromate, AcONa, molecular sieves 4 Angstroem / 24 h / Ambient temperature
3: 100 percent / aq. HCl / tetrahydrofuran; H2O / 3 h / 60 °C
View Scheme
C15H19NO6

C15H19NO6

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pyridine / 3 h / Ambient temperature
2: 93 percent / i-PrNEt / CH2Cl2 / 3 h / Ambient temperature
3: 92 percent / aq. K2CO3 / methanol / 2 h / Ambient temperature
4: 84 percent / pyridinium chlorochromate, AcONa, molecular sieves 4 Angstroem / 24 h / Ambient temperature
5: 100 percent / aq. HCl / tetrahydrofuran; H2O / 3 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: I2, CaCO3 / methanol; H2O / 24 h / Ambient temperature
2: 100 percent / aq. HCl / tetrahydrofuran; H2O / 3 h / 60 °C
View Scheme
(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

2-amino-5-methylthiopropiophenone
124623-17-2

2-amino-5-methylthiopropiophenone

(S)-4,11-Diethyl-4-hydroxy-9-methylsulfanyl-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione

(S)-4,11-Diethyl-4-hydroxy-9-methylsulfanyl-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 24h; Heating;99%
1-(2-amino-phenyl)-3-trimethylsilanyl-propan-1-one
1609324-12-0

1-(2-amino-phenyl)-3-trimethylsilanyl-propan-1-one

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

(4S)-4-ethyl-4-hydroxy-11-[2-(trimethylsilyl)ethyl]-1H-pyrano[3':4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione

(4S)-4-ethyl-4-hydroxy-11-[2-(trimethylsilyl)ethyl]-1H-pyrano[3':4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione

Conditions
ConditionsYield
With toluene-4-sulfonic acid; acetic acid In toluene at 100℃; for 20h;98%
2-(3'-trimethylsilylpropionyl)-N-Boc-aniline
1609257-42-2

2-(3'-trimethylsilylpropionyl)-N-Boc-aniline

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
110351-94-5

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

(4S)-4-ethyl-4-hydroxy-11-[2-(trimethylsilyl)ethyl]-1H-pyrano[3':4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione

(4S)-4-ethyl-4-hydroxy-11-[2-(trimethylsilyl)ethyl]-1H-pyrano[3':4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione

Conditions
ConditionsYield
With toluene-4-sulfonic acid; acetic acid In toluene at 100℃; for 24h;96%

1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione,4-ethyl-7,8-dihydro-4-hydroxy-, (4S)- Specification

The 1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione,4-ethyl-7,8-dihydro-4-hydroxy-, (4S)- with CAS registry number of 110351-94-5 is also known as (S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione. The IUPAC name is (4S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10-trione. In addition, the formula is C13H13NO5 and the molecular weight is 263.25.

Physical properties about 1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione,4-ethyl-7,8-dihydro-4-hydroxy-, (4S)- are: (1)ACD/LogP: -0.94; (2)ACD/LogD (pH 5.5): -1; (3)ACD/LogD (pH 7.4): -1; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 7; (7)ACD/KOC (pH 7.4): 7; (8)#H bond acceptors: 6; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.637; (12)Molar Refractivity: 62.762 cm3; (13)Molar Volume: 174.857 cm3; (14)Surface Tension: 67.78 dyne/cm; (15)Density: 1.506 g/cm3; (16)Flash Point: 356.968 °C; (17)Enthalpy of Vaporization: 112.171 kJ/mol; (18)Boiling Point: 666.634 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
1. SMILES: O=C3C=1N(C(=O)\C2=C(/C=1)[C@](O)(C(=O)OC2)CC)CC3
2. InChI: InChI=1/C13H13NO5/c1-2-13(18)8-5-9-10(15)3-4-14(9)11(16)7(8)6-19-12(13)17/h5,18H,2-4,6H2,1H3/t13-/m0/s1
3. InChIKey: IGKWOGMVAOYVSJ-ZDUSSCGKBB
4. Std. InChI: InChI=1S/C13H13NO5/c1-2-13(18)8-5-9-10(15)3-4-14(9)11(16)7(8)6-19-12(13)17/h5,18H,2-4,6H2,1H3/t13-/m0/s1
5. Std. InChIKey: IGKWOGMVAOYVSJ-ZDUSSCGKSA-N

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