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110351-94-5

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CAS No.: 110351-94-5
Name: (S)-4-ETHYL-4-HYDROXY-7,8-DIHYDRO-1H-PYRANO[3,4-F]INDOLIZINE-3,6,10(4H)-TRIONE
Article Data: 17
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)
Formula: C13H13NO5
Molecular Weight: 263.25
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;
Density: 1.506 g/cm3
Melting Point: 183-185℃ (decomposition)
Boiling Point: 666.634 °C at 760 mmHg
Flash Point: 356.968 °C
PSA: 85.60000
LogP: 0.08910
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Synthetic route
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

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%
165674-36-2

C17H21NO7

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

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%
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

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%
165674-36-2

C17H21NO7

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

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%
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

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%
110314-10-8

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

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
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

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
127318-97-2

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

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
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    110351-94-5

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

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

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

  • Casno:

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

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  • Casno:

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

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  • Casno:

    110351-94-5

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

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    1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione,4-ethyl-7,8-dihydro-4-hydroxy-, (4S)-Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express

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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