<11(2S)>-11-<2-piperidyl>>-9-undecenoic acid

Base Information

• Chemical Name: <11(2S)>-11-<2-piperidyl>>-9-undecenoic acid
• CAS No.: 164365-87-1
• Molecular Formula: C₂₄H₃₅NO₄
• Molecular Weight: 401.546

Synonyms:<11(2S)>-11-<2-piperidyl>>-9-undecenoic acid

Chemical Property of <11(2S)>-11-<2-piperidyl>>-9-undecenoic acid

Chemical Property:

Purity/Quality:

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Technology Process of <11(2S)>-11-<2-piperidyl>>-9-undecenoic acid

There total 7 articles about <11(2S)>-11-<2-piperidyl>>-9-undecenoic acid 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: 96.0%

methyl <11(2S)>-11-<2-piperidinyl>>-9-undecenoate (164365-86-0) → <11(2S)>-11-<2-piperidyl>>-9-undecenoic acid (164365-87-1)

Guidance literature:

With potassium hydroxide; In methanol; Ambient temperature;

DOI:10.1039/c39950001015

Reference yield:

2,3,4,5-tetrahydropyridine N-oxide (34418-91-2) → <11(2S)>-11-<2-piperidyl>>-9-undecenoic acid (164365-87-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 69 percent / toluene / 14 h / Heating

2: 86 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 45 °C

3: 91 percent / H₂, PdCl₂ / methanol / 37 h / 4940 Torr

4: 85 percent / Na₂CO₃ / CH₂Cl₂; H₂O / 14 h / Ambient temperature

5: 84 percent / HIO₄ / tetrahydrofuran; H₂O / 2 h / 0 °C

6: 56 percent / potassium tert-butoxide / tetrahydrofuran / 0.33 h / 0 °C

7: 96 percent / aq. KOH / methanol / 5 h / Ambient temperature

With potassium hydroxide; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; sodium carbonate; periodic acid; palladium dichloride; In tetrahydrofuran; methanol; dichloromethane; water; toluene;

DOI:10.1021/jo9518258

Reference yield:

(2S)-N-<(benzyloxy)carbonyl>-2-(formylmethyl)piperidine (143264-54-4) → <11(2S)>-11-<2-piperidyl>>-9-undecenoic acid (164365-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / potassium tert-butoxide / tetrahydrofuran / 0.33 h / 0 °C

2: 96 percent / aq. KOH / methanol / 5 h / Ambient temperature

With potassium hydroxide; potassium tert-butylate; In tetrahydrofuran; methanol;

DOI:10.1021/jo9518258

upstream raw materials:

methyl <11(2S)>-11-<2-piperidinyl>>-9-undecenoate

2,3,4,5-tetrahydropyridine N-oxide

<2S,2(2R),2(3S)>-2-(2,3-dihydroxy-4-methylpentyl)piperidine

<2R,2(1S),3aS>-2-(1-hydroxy-2-methylpropyl)-3,3a,4,5,6,7-hexahydro-2H-isoxazolo<2,3-a>pyridine

Downstream raw materials:

<11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-<3-<(tert-butyldimethylsilyl)oxy>propyl>-11-<2-piperidyl>-9-undecenamide

Oncinotin

<11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-(2-formylethyl)-11-<2-piperidyl>>-9-undecenamide

<11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-(3-hydroxypropyl)-11-<2-piperidyl>-9-undecenamide

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