(4R)-methyl 8-(benzyloxy)-4-<3-(3-pyridinyl)propyl>octanoate

Base Information

Chemical Name:(4R)-methyl 8-(benzyloxy)-4-<3-(3-pyridinyl)propyl>octanoate
CAS No.:145746-79-8
Molecular Formula:C₂₄H₃₃NO₃
Molecular Weight:383.531
Hs Code.:

Synonyms:

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Chemical Property of (4R)-methyl 8-(benzyloxy)-4-<3-(3-pyridinyl)propyl>octanoate

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Technology Process of (4R)-methyl 8-(benzyloxy)-4-<3-(3-pyridinyl)propyl>octanoate

There total 10 articles about (4R)-methyl 8-(benzyloxy)-4-<3-(3-pyridinyl)propyl>octanoate 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

: 145746-79-8
(4R)-methyl 8-(benzyloxy)-4-<3-(3-pyridinyl)propyl>octanoate

Guidance literature:: Multi-step reaction with 10 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: 1.) 9-BBN, 2.) tetrakis(triphenylphosphine)palladium⁽⁰⁾, K₃PO₄ / 1.) THF, RT, 18 h, 2.) THF, reflux, 47 h

With potassium hydroxide; potassium phosphate; lithium borohydride; 9-borabicyclo[3.3.1]nonane dimer; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; water; sodium hydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane;
DOI:10.1021/jm00054a003

Reference yield:

: C₁₈H₂₆O₄

: 145746-79-8
(4R)-methyl 8-(benzyloxy)-4-<3-(3-pyridinyl)propyl>octanoate

Guidance literature:: Multi-step reaction with 9 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: 1.) 9-BBN, 2.) tetrakis(triphenylphosphine)palladium⁽⁰⁾, K₃PO₄ / 1.) THF, RT, 18 h, 2.) THF, reflux, 47 h

With potassium hydroxide; potassium phosphate; lithium borohydride; 9-borabicyclo[3.3.1]nonane dimer; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; water; sodium hydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane;
DOI:10.1021/jm00054a003

Reference yield:

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

: 145746-79-8
(4R)-methyl 8-(benzyloxy)-4-<3-(3-pyridinyl)propyl>octanoate

Guidance literature:: Multi-step reaction with 6 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: 1.) 9-BBN, 2.) tetrakis(triphenylphosphine)palladium⁽⁰⁾, K₃PO₄ / 1.) THF, RT, 18 h, 2.) THF, reflux, 47 h

With potassium hydroxide; potassium phosphate; 9-borabicyclo[3.3.1]nonane dimer; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; triethylamine; In 1,4-dioxane; diethyl ether; dichloromethane;
DOI:10.1021/jm00054a003