ChemicalBook CAS DataBase List 2,7-DIMETHYL-3,5-OCTADIYN-2,7-DIOL

2,7-DIMETHYL-3,5-OCTADIYN-2,7-DIOL synthesis

9synthesis methods

Product Name:2,7-DIMETHYL-3,5-OCTADIYN-2,7-DIOL
CAS Number:5929-72-6
Molecular formula:C10H14O2
Molecular Weight:166.22

593-60-2
137 suppliers
$25.00/25g

115-19-5 Synthesis

115-19-5
265 suppliers
$18.00/25mL

5929-72-6
33 suppliers
$110.00/100mg

690-94-8
20 suppliers
$160.00/0.500g

Yield:5929-72-6 20% ，690-94-8 42%

Reaction Conditions:

with bis-triphenylphosphine-palladium(II) chloride;copper(l) iodide;diisopropylamine in tetrahydrofuran at 20;Inert atmosphere;

Steps:

D37.1 1. Preparation of 2-Methylhex-5-en-3-yn-2-ol (37-1) and 2,7-Dimethylocta-3,5-diyne-2,7-diol (37-2)
At room temperature, 2-methylbut-3-yn-2-ol (253 mg, 3.0 mmol), CuI (229 mg, 1.2 mmol), PdCl 2(PPh3) 2 (421 mg, 0.6 mmol) and i-Pr 2NH (607 mg, 6 mmol) were dissolved in THF (10 mL). The mixture was replaced with nitrogen and bromoethene (15 mL, 1 M in THF, 15 mmol) was added into mixture using a syringe, then it was stirred at room temperature overnight. The mixture was poured into water (30 mL) and extracted with ethyl acetate (310 mL). The combined organic layers were washed with saturated brine (50 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by Prep-TLC (ethyl acetate/petroleum ether (v/v)=1/8) to give compounds 37-1 (139 mg, yield 42%) and 37-2 (98 mg, yield 20%) as colorless oil.

References:

CHENGDU MFS PHARMA. CO., LTD.;MA, Haijun;WANG, Changhua;XIE, Zhenbiao US2020/369621, 2020, A1 Location in patent:Paragraph 0912-0914

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115-19-5 Synthesis

115-19-5
265 suppliers
$18.00/25mL

5929-72-6
33 suppliers
$110.00/100mg

References

536-74-3 Synthesis