4-[1,3]Dioxolan-2-yl-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid ethyl ester

Base Information

• Chemical Name: 4-[1,3]Dioxolan-2-yl-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid ethyl ester
• CAS No.: 85681-00-1
• Molecular Formula: C₂₇H₂₉O₄P
• Molecular Weight: 448.499

Synonyms:4-[1,3]Dioxolan-2-yl-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid ethyl ester

Chemical Property of 4-[1,3]Dioxolan-2-yl-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid ethyl ester

Chemical Property:

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Technology Process of 4-[1,3]Dioxolan-2-yl-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid ethyl ester

There total 3 articles about 4-[1,3]Dioxolan-2-yl-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid ethyl 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: 76.0%

<1-(Ethoxycarbonyl)-4,4-(ethylenedioxy)butyl>triphenylphosphonium Iodide (85680-99-5) → 4-[1,3]Dioxolan-2-yl-2-(triphenyl-λ5-phosphanylidene)-butyric acid ethyl ester (85681-00-1)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 0.5h; Ambient temperature;

DOI:10.1021/jo00160a008

Reference yield:

Ethyl 2-ethoxycarbonyl-4-(1',3'-dioxolan-2'-yl)butanoate (23985-06-0) → 4-[1,3]Dioxolan-2-yl-2-(triphenyl-λ5-phosphanylidene)-butyric acid ethyl ester (85681-00-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / LiCl, H₂O / dimethylsulfoxide / 1.) reflux, 3h; 2.) 180 deg C, 1h

2: 96 percent / cyclohexylisopropylamine, n-butyllithium, iodine / tetrahydrofuran / 0.25 h / -78 °C

3: 59 percent / tetrahydrothiophene 1,1-dioxide / 4 h / 60 °C

4: 76 percent / KOH / ethanol; H₂O / 0.5 h / Ambient temperature

With potassium hydroxide; n-butyllithium; N-cyclohexylisopropylamine; water; iodine; lithium chloride; In tetrahydrofuran; sulfolane; ethanol; water; dimethyl sulfoxide;

DOI:10.1021/jo00160a008

Reference yield:

Ethyl 5,5-(Ethylenedioxy)-2-iodopentanoate (85680-98-4) → 4-[1,3]Dioxolan-2-yl-2-(triphenyl-λ5-phosphanylidene)-butyric acid ethyl ester (85681-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / tetrahydrothiophene 1,1-dioxide / 4 h / 60 °C

2: 76 percent / KOH / ethanol; H₂O / 0.5 h / Ambient temperature

With potassium hydroxide; In sulfolane; ethanol; water;

DOI:10.1021/jo00160a008

upstream raw materials:

<1-(Ethoxycarbonyl)-4,4-(ethylenedioxy)butyl>triphenylphosphonium Iodide

Ethyl 2-ethoxycarbonyl-4-(1',3'-dioxolan-2'-yl)butanoate

Ethyl 5,5-(Ethylenedioxy)-2-iodopentanoate

Downstream raw materials:

(E)-N⁶-Benzoyl-9--2,3-O-isopropylidene-β-D-ribo-hept-5-eno-furanosyluronate>adenine

(Z,E)-N⁶-Benzoyl-9--β-D-glycero-hepta-3,5-dienofuranosyluronate>adenine

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