(Triphenyl-λ⁵-phosphanylidene)-acetic acid (Z)-13-[1,3]dioxolan-2-yl-tridec-9-enyl ester

Base Information

• Chemical Name: (Triphenyl-λ⁵-phosphanylidene)-acetic acid (Z)-13-[1,3]dioxolan-2-yl-tridec-9-enyl ester
• CAS No.: 87227-46-1
• Molecular Formula: C₃₆H₄₅O₄P
• Molecular Weight: 572.725

Synonyms:(Triphenyl-λ⁵-phosphanylidene)-acetic acid (Z)-13-[1,3]dioxolan-2-yl-tridec-9-enyl ester

Chemical Property of (Triphenyl-λ⁵-phosphanylidene)-acetic acid (Z)-13-[1,3]dioxolan-2-yl-tridec-9-enyl ester

Chemical Property:

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Technology Process of (Triphenyl-λ⁵-phosphanylidene)-acetic acid (Z)-13-[1,3]dioxolan-2-yl-tridec-9-enyl ester

There total 7 articles about (Triphenyl-λ⁵-phosphanylidene)-acetic acid (Z)-13-[1,3]dioxolan-2-yl-tridec-9-enyl ester 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:

2-(4-bromobutyl)-1,3-dioxolane (87227-41-6) → (Triphenyl-λ5-phosphanylidene)-acetic acid (Z)-13-[1,3]dioxolan-2-yl-tridec-9-enyl ester (87227-46-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / acetonitrile / 24 h / Heating

2: 1.) NaN(SiMe₃)2 / 1.) THF, 0 deg C, 1 h, 2.) 20 deg C, 12 h

3: 1.) KOH / 1.) aq. EtOH, 30 deg C, 6 h, 2.) toluene, reflux, 24 h

With potassium hydroxide; sodium hexamethyldisilazane; In acetonitrile;

DOI:10.1055/s-1989-27271

Reference yield:

9-acetoxynonal (29541-97-7) → (Triphenyl-λ5-phosphanylidene)-acetic acid (Z)-13-[1,3]dioxolan-2-yl-tridec-9-enyl ester (87227-46-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaN(SiMe₃)2 / 1.) THF, 0 deg C, 1 h, 2.) 20 deg C, 12 h

2: 1.) KOH / 1.) aq. EtOH, 30 deg C, 6 h, 2.) toluene, reflux, 24 h

With potassium hydroxide; sodium hexamethyldisilazane;

DOI:10.1055/s-1989-27271

Reference yield:

<4-(1,3-dioxolan-2-yl)butyl>triphenyl phosphonium bromide (124307-94-4) → (Triphenyl-λ5-phosphanylidene)-acetic acid (Z)-13-[1,3]dioxolan-2-yl-tridec-9-enyl ester (87227-46-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaN(SiMe₃)2 / 1.) THF, 0 deg C, 1 h, 2.) 20 deg C, 12 h

2: 1.) KOH / 1.) aq. EtOH, 30 deg C, 6 h, 2.) toluene, reflux, 24 h

With potassium hydroxide; sodium hexamethyldisilazane;

DOI:10.1055/s-1989-27271

upstream raw materials:

Bestmann ylide

(Z)-2-(13-Acetoxy-4-tridecenyl)-1,3-dioxolan

9-acetoxynonal

2-(4-bromobutyl)-1,3-dioxolane

Downstream raw materials:

7-hexadecenoic acid-16-hydroxy-O-lactone

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