4-(2-Ethoxycarbonylmethyl-[1,3]dithian-2-yl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid tert-butyl ester

Base Information

• Chemical Name: 4-(2-Ethoxycarbonylmethyl-[1,3]dithian-2-yl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid tert-butyl ester
• CAS No.: 174626-79-0
• Molecular Formula: C₃₄H₃₉O₅PS₂
• Molecular Weight: 622.786

Synonyms:4-(2-Ethoxycarbonylmethyl-[1,3]dithian-2-yl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid tert-butyl ester

Chemical Property of 4-(2-Ethoxycarbonylmethyl-[1,3]dithian-2-yl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid tert-butyl ester

Chemical Property:

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Technology Process of 4-(2-Ethoxycarbonylmethyl-[1,3]dithian-2-yl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid tert-butyl ester

There total 4 articles about 4-(2-Ethoxycarbonylmethyl-[1,3]dithian-2-yl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid tert-butyl 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: 77.0%

(tert-Butoxycarbonylmethylene)triphenylphosphorane (86302-43-4,35000-38-5) + (2-Chlorocarbonylmethyl-[1,3]dithian-2-yl)-acetic acid ethyl ester (174626-78-9) → 4-(2-Ethoxycarbonylmethyl-[1,3]dithian-2-yl)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-butyric acid tert-butyl ester (174626-79-0)

Guidance literature:

In benzene; at 8 ℃; for 0.5h;

DOI:10.1080/00397919608086738

Reference yield:

diethyl 1,3-acetonedicarboxylate (105-50-0) → 4-(2-Ethoxycarbonylmethyl-[1,3]dithian-2-yl)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-butyric acid tert-butyl ester (174626-79-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / BF₃*Et₂O / CH₂Cl₂ / 48 h / Heating

2: 95 percent / aq. NaOH / ethanol / 0.5 h / Heating

3: COCl₂ / CH₂Cl₂

4: 77 percent / benzene / 0.5 h / 8 °C

With sodium hydroxide; boron trifluoride diethyl etherate; In ethanol; dichloromethane; benzene;

DOI:10.1080/00397919608086738

Reference yield:

3-(1,3-dithian-2-yl)pentanedioic acid monoethylester (174626-77-8) → 4-(2-Ethoxycarbonylmethyl-[1,3]dithian-2-yl)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-butyric acid tert-butyl ester (174626-79-0)

Guidance literature:

Multi-step reaction with 2 steps

1: COCl₂ / CH₂Cl₂

2: 77 percent / benzene / 0.5 h / 8 °C

With COCl₂; In dichloromethane; benzene;

DOI:10.1080/00397919608086738

upstream raw materials:

(tert-Butoxycarbonylmethylene)triphenylphosphorane

(2-Chlorocarbonylmethyl-[1,3]dithian-2-yl)-acetic acid ethyl ester

diethyl 1,3-acetonedicarboxylate

3-(1,3-dithian-2-yl)pentanedioic acid monoethylester

Downstream raw materials:

{2-[2-Oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-[1,3]dithian-2-yl}-acetic acid ethyl ester

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