(+/-)-5-[1-(4-hydroxy-phenyl)-but-2-ynyl]-2,2-dimethyl-[1,3]dioxane-4,6-dione

Base Information

• Chemical Name: (+/-)-5-[1-(4-hydroxy-phenyl)-but-2-ynyl]-2,2-dimethyl-[1,3]dioxane-4,6-dione
• CAS No.: 865233-33-6
• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.3
• Mol file: 865233-33-6.mol

Synonyms:(+/-)-5-[1-(4-hydroxy-phenyl)-but-2-ynyl]-2,2-dimethyl-[1,3]dioxane-4,6-dione

Chemical Property of (+/-)-5-[1-(4-hydroxy-phenyl)-but-2-ynyl]-2,2-dimethyl-[1,3]dioxane-4,6-dione

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-5-[1-(4-hydroxy-phenyl)-but-2-ynyl]-2,2-dimethyl-[1,3]dioxane-4,6-dione

There total 8 articles about (+/-)-5-[1-(4-hydroxy-phenyl)-but-2-ynyl]-2,2-dimethyl-[1,3]dioxane-4,6-dione 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: 100.0%

5-(4-hydroxy-benzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione (17474-27-0) + 1-propynylmagnesium bromide (16466-97-0,13254-27-8) → (+/-)-5-[1-(4-hydroxy-phenyl)-but-2-ynyl]-2,2-dimethyl-[1,3]dioxane-4,6-dione (865233-33-6)

Guidance literature:

5-(4-hydroxy-benzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione; 1-propynylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water;

Reference yield:

cycl-isopropylidene malonate (2033-24-1) → (+/-)-5-[1-(4-hydroxy-phenyl)-but-2-ynyl]-2,2-dimethyl-[1,3]dioxane-4,6-dione (865233-33-6)

Guidance literature:

Multi-step reaction with 2 steps

1: water

2: tetrahydrofuran / 0 °C

With water; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2011.03.114

Reference yield:

cycl-isopropylidene malonate (2033-24-1) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → (+/-)-5-[1-(4-hydroxy-phenyl)-but-2-ynyl]-2,2-dimethyl-[1,3]dioxane-4,6-dione (865233-33-6)

Guidance literature:

Multi-step reaction with 2 steps

1: water / 2 h / 75 °C

2: tetrahydrofuran / 0.25 h / 50 °C / Inert atmosphere

In tetrahydrofuran; water;

upstream raw materials:

5-(4-hydroxy-benzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione

1-propynylmagnesium bromide

cycl-isopropylidene malonate

4-hydroxy-benzaldehyde

Downstream raw materials:

4-hydroxy-β-1-propyn-1-ylbenzenepropanoic acid

(3S)-3-(4-{[4-(1′H-spiro[indene-1,4′-piperidine]-1′-ylmethyl)benzyl]oxy}phenyl)hex-4-ynoic acid

(S)-3-(4-hydroxy-phenyl)-hex-4-ynoic acid ethyl ester

Ethyl (3S)-3-[4-[[4-(bromomethyl)phenyl]methoxy]phenyl]hex-4-ynoate