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

Base Information

• Chemical Name: <1-(Ethoxycarbonyl)-4,4-(ethylenedioxy)butyl>triphenylphosphonium Iodide
• CAS No.: 85680-99-5
• Molecular Formula: C₂₇H₃₀O₄P*I
• Molecular Weight: 576.411

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

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

Chemical Property:

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

There total 2 articles about <1-(Ethoxycarbonyl)-4,4-(ethylenedioxy)butyl>triphenylphosphonium Iodide 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: 59.0%

Ethyl 5,5-(Ethylenedioxy)-2-iodopentanoate (85680-98-4) + triphenylphosphine (603-35-0) → <1-(Ethoxycarbonyl)-4,4-(ethylenedioxy)butyl>triphenylphosphonium Iodide (85680-99-5)

Guidance literature:

In sulfolane; at 60 ℃; for 4h;

DOI:10.1021/jo00160a008

Reference yield:

Ethyl 2-ethoxycarbonyl-4-(1',3'-dioxolan-2'-yl)butanoate (23985-06-0) → <1-(Ethoxycarbonyl)-4,4-(ethylenedioxy)butyl>triphenylphosphonium Iodide (85680-99-5)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1021/jo00160a008

Reference yield: 90.0%

6-N-benzoyl-2',3'-O-isopropylideneadenosine-5'-aldehyde (43077-06-1) + <1-(Ethoxycarbonyl)-4,4-(ethylenedioxy)butyl>triphenylphosphonium Iodide (85680-99-5) → (E)-N6-Benzoyl-9--2,3-O-isopropylidene-β-D-ribo-hept-5-eno-furanosyluronate>adenine (85681-01-2)

Guidance literature:

With potassium tert-butylate; In dichloromethane; acetonitrile; benzene; at 40 ℃; for 1h;

DOI:10.1021/jo00160a008

upstream raw materials:

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

triphenylphosphine

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

Downstream raw materials:

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

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

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

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