2-{4-[(2S,3R)-2,3-Bis-(4-hydroxy-phenyl)-pentylsulfanyl]-butyl}-4-nitro-isoindole-1,3-dione

Base Information

Chemical Name:2-{4-[(2S,3R)-2,3-Bis-(4-hydroxy-phenyl)-pentylsulfanyl]-butyl}-4-nitro-isoindole-1,3-dione
CAS No.:104947-40-2
Molecular Formula:C₂₉H₃₀N₂O₆S
Molecular Weight:534.633
Hs Code.:

Synonyms:2-{4-[(2S,3R)-2,3-Bis-(4-hydroxy-phenyl)-pentylsulfanyl]-butyl}-4-nitro-isoindole-1,3-dione

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Chemical Property of 2-{4-[(2S,3R)-2,3-Bis-(4-hydroxy-phenyl)-pentylsulfanyl]-butyl}-4-nitro-isoindole-1,3-dione

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Technology Process of 2-{4-[(2S,3R)-2,3-Bis-(4-hydroxy-phenyl)-pentylsulfanyl]-butyl}-4-nitro-isoindole-1,3-dione

There total 10 articles about 2-{4-[(2S,3R)-2,3-Bis-(4-hydroxy-phenyl)-pentylsulfanyl]-butyl}-4-nitro-isoindole-1,3-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 4390-94-7
1,2-bis(4-methoxyphenyl)butanone

: 104947-40-2
2-{4-[(2S,3R)-2,3-Bis-(4-hydroxy-phenyl)-pentylsulfanyl]-butyl}-4-nitro-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 10 steps

1: 99 percent / NaH, EtSH / dimethylformamide / 19 h / 120 °C

2: 89 percent / imidazole / dimethylformamide / 1 h

3: diethyl ether; hexane / 20 h / Ambient temperature

4: 1.) BH₃*THF, 2.) H₂O, NaOH, H₂O₂ / 1.) THF, 0 deg C, 4.5 h, 2.) THF, from 45 to 50 deg C, 1 h

5: 76 percent / Ph₃P, diisopropyl azodicarboxylate / tetrahydrofuran / 5 h / 0 °C

6: 58 percent / LiAlH₄ / diethyl ether / 0.08 h / 0 °C

7: 90 percent / KH / tetrahydrofuran / 1.25 h / -78 - 20 °C

8: 68 percent / LiAlH₄ / tetrahydrofuran / 24 h / Ambient temperature

9: acetic acid / Heating

10: TsOH / Heating

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; borane-THF; di-isopropyl azodicarboxylate; water; dihydrogen peroxide; potassium hydride; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; ethanethiol; In tetrahydrofuran; diethyl ether; hexane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jm00384a026

Reference yield:

: 76579-69-6
1,2-bis-(4-hydroxy-phenyl)-butan-1-one

: 104947-40-2
2-{4-[(2S,3R)-2,3-Bis-(4-hydroxy-phenyl)-pentylsulfanyl]-butyl}-4-nitro-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 9 steps

1: 89 percent / imidazole / dimethylformamide / 1 h

2: diethyl ether; hexane / 20 h / Ambient temperature

3: 1.) BH₃*THF, 2.) H₂O, NaOH, H₂O₂ / 1.) THF, 0 deg C, 4.5 h, 2.) THF, from 45 to 50 deg C, 1 h

4: 76 percent / Ph₃P, diisopropyl azodicarboxylate / tetrahydrofuran / 5 h / 0 °C

5: 58 percent / LiAlH₄ / diethyl ether / 0.08 h / 0 °C

6: 90 percent / KH / tetrahydrofuran / 1.25 h / -78 - 20 °C

7: 68 percent / LiAlH₄ / tetrahydrofuran / 24 h / Ambient temperature

8: acetic acid / Heating

9: TsOH / Heating

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; borane-THF; di-isopropyl azodicarboxylate; water; dihydrogen peroxide; potassium hydride; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jm00384a026

Reference yield:

: 104946-95-4
2,3-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>-1-pentene

: 104947-40-2
2-{4-[(2S,3R)-2,3-Bis-(4-hydroxy-phenyl)-pentylsulfanyl]-butyl}-4-nitro-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) BH₃*THF, 2.) H₂O, NaOH, H₂O₂ / 1.) THF, 0 deg C, 4.5 h, 2.) THF, from 45 to 50 deg C, 1 h

2: 76 percent / Ph₃P, diisopropyl azodicarboxylate / tetrahydrofuran / 5 h / 0 °C

3: 58 percent / LiAlH₄ / diethyl ether / 0.08 h / 0 °C

4: 90 percent / KH / tetrahydrofuran / 1.25 h / -78 - 20 °C

5: 68 percent / LiAlH₄ / tetrahydrofuran / 24 h / Ambient temperature

6: acetic acid / Heating

7: TsOH / Heating

With sodium hydroxide; lithium aluminium tetrahydride; borane-THF; di-isopropyl azodicarboxylate; water; dihydrogen peroxide; potassium hydride; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; diethyl ether; acetic acid;
DOI:10.1021/jm00384a026