Octanoic acid, 8-[[(4-chlorophenyl)sulfonyl]amino]-4-[2-(3-pyridinyloxy)ethyl]-, methyl ester, (S)-

Base Information

Chemical Name:Octanoic acid, 8-[[(4-chlorophenyl)sulfonyl]amino]-4-[2-(3-pyridinyloxy)ethyl]-, methyl ester, (S)-
CAS No.:143781-83-3
Molecular Formula:C22H29ClN2O5S
Molecular Weight:469.002
Hs Code.:

Synonyms:

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Chemical Property of Octanoic acid, 8-[[(4-chlorophenyl)sulfonyl]amino]-4-[2-(3-pyridinyloxy)ethyl]-, methyl ester, (S)-

Chemical Property:

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Technology Process of Octanoic acid, 8-[[(4-chlorophenyl)sulfonyl]amino]-4-[2-(3-pyridinyloxy)ethyl]-, methyl ester, (S)-

There total 16 articles about Octanoic acid, 8-[[(4-chlorophenyl)sulfonyl]amino]-4-[2-(3-pyridinyloxy)ethyl]-, methyl ester, (S)- 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:

: 130892-97-6
6-benzyloxyhexanoic acid

: 143781-83-3
methyl (S)-8-(p-chlorophenylsulfonamido)-4-[2-(pyridin-3-yloxy)-ethyl]octanoate

Guidance literature:: Multi-step reaction with 15 steps

1: Et₃N / diethyl ether / 2 h / 0 °C

2: 1.) n-BuLi / 1.) THF, hexane, 2.) THF, from -78 deg to RT, 1 h

3: 1.) LDA / 1) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -10 deg C, 2 h

4: 83 percent / LiBH₄, H₂O / diethyl ether; tetrahydrofuran / 0.5 h / 0 - 20 °C

5: 100 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

6: 1.) NaH / 1.) THF, RT, 30 min, 2.) THF, reflux, 18 h

7: aq. KOH / dioxane / 18 h / Ambient temperature

8: 3 h / 125 - 140 °C

9: diethyl ether / 0.17 h / 0 °C

10: 100 percent / OsO₄, NaIO₄ / H₂O; tetrahydrofuran; toluene / 1 h

11: NaBH₄ / ethanol / 0.25 h

12: 53 percent / Ph₃P, diisopropyl azodicarboxylate (DIAD) / CH₂Cl₂ / 2 h / Ambient temperature

13: 20percent palladium hydroxide/C / cyclohexane / Heating

14: Ph₃P, diethyl azodicarboxylate (DEAD) / CH₂Cl₂

15: TFA / 20 h / Ambient temperature

With potassium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium borohydride; n-butyllithium; di-isopropyl azodicarboxylate; palladium hydroxide - carbon; water; sodium hydride; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; cyclohexane; water; toluene;
DOI:10.1021/jm00054a003

Reference yield:

: C₁₈H₂₆O₄

: 143781-83-3
methyl (S)-8-(p-chlorophenylsulfonamido)-4-[2-(pyridin-3-yloxy)-ethyl]octanoate

Guidance literature:: Multi-step reaction with 14 steps

1: 1.) n-BuLi / 1.) THF, hexane, 2.) THF, from -78 deg to RT, 1 h

2: 1.) LDA / 1) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -10 deg C, 2 h

3: 83 percent / LiBH₄, H₂O / diethyl ether; tetrahydrofuran / 0.5 h / 0 - 20 °C

4: 100 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

5: 1.) NaH / 1.) THF, RT, 30 min, 2.) THF, reflux, 18 h

6: aq. KOH / dioxane / 18 h / Ambient temperature

7: 3 h / 125 - 140 °C

8: diethyl ether / 0.17 h / 0 °C

9: 100 percent / OsO₄, NaIO₄ / H₂O; tetrahydrofuran; toluene / 1 h

10: NaBH₄ / ethanol / 0.25 h

11: 53 percent / Ph₃P, diisopropyl azodicarboxylate (DIAD) / CH₂Cl₂ / 2 h / Ambient temperature

12: 20percent palladium hydroxide/C / cyclohexane / Heating

13: Ph₃P, diethyl azodicarboxylate (DEAD) / CH₂Cl₂

14: TFA / 20 h / Ambient temperature

With potassium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium borohydride; n-butyllithium; di-isopropyl azodicarboxylate; palladium hydroxide - carbon; water; sodium hydride; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; cyclohexane; water; toluene;
DOI:10.1021/jm00054a003

Reference yield:

: 143761-25-5
2(R)-allyl-6-(benzyloxy)hexan-1-ol

: 143781-83-3
methyl (S)-8-(p-chlorophenylsulfonamido)-4-[2-(pyridin-3-yloxy)-ethyl]octanoate

Guidance literature:: Multi-step reaction with 11 steps

1: 100 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 1.) NaH / 1.) THF, RT, 30 min, 2.) THF, reflux, 18 h

3: aq. KOH / dioxane / 18 h / Ambient temperature

4: 3 h / 125 - 140 °C

5: diethyl ether / 0.17 h / 0 °C

6: 100 percent / OsO₄, NaIO₄ / H₂O; tetrahydrofuran; toluene / 1 h

7: NaBH₄ / ethanol / 0.25 h

8: 53 percent / Ph₃P, diisopropyl azodicarboxylate (DIAD) / CH₂Cl₂ / 2 h / Ambient temperature

9: 20percent palladium hydroxide/C / cyclohexane / Heating

10: Ph₃P, diethyl azodicarboxylate (DEAD) / CH₂Cl₂

11: TFA / 20 h / Ambient temperature

With potassium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; di-isopropyl azodicarboxylate; palladium hydroxide - carbon; sodium hydride; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; cyclohexane; water; toluene;
DOI:10.1021/jm00054a003