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951382-34-6

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CAS No.: 951382-34-6
Name: L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1)
Article Data: 3
Molecular Structure:
Molecular Structure of 951382-34-6 (L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1))
Formula: C26H30FNO7S
Molecular Weight: 519.591
Synonyms: L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1);l-prolinecompd
PSA: 167.72000
LogP: 2.29790
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Conditions
ConditionsYield
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In ethanol at 100℃; for 0.5h;
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Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: n-butyllithium / toluene; dibutyl ether / 3 h / -20 °C
1.2: 1 h / 0 °C
1.3: 3 h / 100 °C
2.1: sodium methylate; methanol / 3 h / 65 °C
3.1: ethanol; water / 0.5 h / 100 °C
View Scheme
Multi-step reaction with 3 steps
1.1: n-butyllithium / toluene; hexane; dibutyl ether / 3.33 h / -20 °C / Inert atmosphere
1.2: 1.33 h / 0 °C / Inert atmosphere
1.3: 3 h / 100 °C / Inert atmosphere
2.1: sodium methylate; methanol / 3 h / 65 °C
3.1: ethanol; water / 0.5 h / 100 °C
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(2R,3R,4S,5R,6R)-2-chloro-6-(pivaloyloxymethyl)tetrahydro-2H-pyran-3,4,5-triyl tris(2,2-dimethylpropanoate)

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Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: n-butyllithium / toluene; dibutyl ether / 3 h / -20 °C
1.2: 1 h / 0 °C
1.3: 3 h / 100 °C
2.1: sodium methylate; methanol / 3 h / 65 °C
3.1: ethanol; water / 0.5 h / 100 °C
View Scheme

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Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: n-butyllithium / toluene; dibutyl ether / 3 h / -20 °C
1.2: 1 h / 0 °C
1.3: 3 h / 100 °C
2.1: sodium methylate; methanol / 3 h / 65 °C
3.1: ethanol; water / 0.5 h / 100 °C
View Scheme
Multi-step reaction with 3 steps
1.1: n-butyllithium / toluene; hexane; dibutyl ether / 3.33 h / -20 °C / Inert atmosphere
1.2: 1.33 h / 0 °C / Inert atmosphere
1.3: 3 h / 100 °C / Inert atmosphere
2.1: sodium methylate; methanol / 3 h / 65 °C
3.1: ethanol; water / 0.5 h / 100 °C
View Scheme
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2-[(5-bromo-2-fluorophenyl)methyl]-1-benzothiophene

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Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: n-butyllithium / toluene; dibutyl ether / 3 h / -20 °C
1.2: 1 h / 0 °C
1.3: 3 h / 100 °C
2.1: sodium methylate; methanol / 3 h / 65 °C
3.1: ethanol; water / 0.5 h / 100 °C
View Scheme
Multi-step reaction with 3 steps
1.1: n-butyllithium / dibutyl ether; toluene; n-heptane / 2 h / -40 °C / Inert atmosphere
1.2: 2 h / 20 - 90 °C
2.1: pentamethylbenzene,; boron trichloride / dichloromethane / 4 h / -78 °C
3.1: dichloromethane / 3 h / 35 °C
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(1S)-1,5-anhydro-1-{3-[(1-benzothiophen-2-yl)methyl]-4-fluorophenyl}-2,3,4,6-tetra-O-pivaloyl-D-glucitol

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Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium methylate; methanol / 3 h / 65 °C
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Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: hydrogen bromide; acetic acid / dichloromethane / 0.67 h / 0 °C
2.1: Acidic conditions
3.1: iron(II) sulfate / methanol / 12 h
4.1: n-butyllithium / dibutyl ether; toluene; n-heptane / 2 h / -40 °C / Inert atmosphere
4.2: 2 h / 20 - 90 °C
5.1: pentamethylbenzene,; boron trichloride / dichloromethane / 4 h / -78 °C
6.1: dichloromethane / 3 h / 35 °C
View Scheme
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2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

951382-34-6

Ipragliflozin L-proline

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: Acidic conditions
2.1: iron(II) sulfate / methanol / 12 h
3.1: n-butyllithium / dibutyl ether; toluene; n-heptane / 2 h / -40 °C / Inert atmosphere
3.2: 2 h / 20 - 90 °C
4.1: pentamethylbenzene,; boron trichloride / dichloromethane / 4 h / -78 °C
5.1: dichloromethane / 3 h / 35 °C
View Scheme
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Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C
1.2: 2 h / -78 °C
2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -20 °C
3.1: n-butyllithium / dibutyl ether; toluene; n-heptane / 2 h / -40 °C / Inert atmosphere
3.2: 2 h / 20 - 90 °C
4.1: pentamethylbenzene,; boron trichloride / dichloromethane / 4 h / -78 °C
5.1: dichloromethane / 3 h / 35 °C
View Scheme
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Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C
1.2: 2 h / -78 °C
2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -20 °C
3.1: n-butyllithium / dibutyl ether; toluene; n-heptane / 2 h / -40 °C / Inert atmosphere
3.2: 2 h / 20 - 90 °C
4.1: pentamethylbenzene,; boron trichloride / dichloromethane / 4 h / -78 °C
5.1: dichloromethane / 3 h / 35 °C
View Scheme
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