tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate synthesis
- Product Name:tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate
- CAS Number:124752-23-4
- Molecular formula:C13H22O5
- Molecular Weight:258.31
![tert-Butyl (4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetate](/CAS/GIF/154026-95-6.gif)
154026-95-6
264 suppliers
$9.00/5g
124752-23-4
238 suppliers
$9.00/250mg
Yield:124752-23-4 96.1%
Reaction Conditions:
Stage #1:(4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-butyl ester with methanol;potassium carbonate for 3 h;
Stage #2: with sodium hypochlorite;2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;sodium hydrogencarbonate;potassium bromide in dichloromethane at -5 - 5; for 1 h;
Steps:
11 Example 11
In a 500 mL three-necked flask, 10 g of D-5, 100 mL of methanol and 4.0 g of potassium carbonate were successively added, and the mixture was stirred for 3 hours, filtered, and the filtrate was concentrated to dryness under reduced pressure at 35 to 45 °C.The resulting syrup was dissolved in 150 mL of dichloromethane, and 3.0 g of sodium hydrogencarbonate, 0.5 g of potassium bromide and 0.4 g of TEMPO were sequentially added.After the mixture was stirred and cooled to -5 to 5 ° C, 50.0 g of an 8% sodium hypochlorite solution was added dropwise.After the completion of the dropwise addition, the mixture was stirred at -5 to 5 ° C for 1 hour.The reaction was monitored by TLC, and the reaction was quenched by the addition of 0.7 g of sodium thiosulfate and 10.0 g of water.The layers were static and the aqueous layer was stripped with 100 mL of dichloromethane.The organic layers were combined and the organic layer was washed with 2×200 mL water.The washed organic layer was dried under reduced pressure at 35 to 45 ° C to give a pale red solid 8.2 g of D-7, yield 96.1%.
References:
Zhejiang Hongyuan Pharmaceutical Co., Ltd.;Mei Guangyao;Wang Haibo;Jin Hui;Kuang Hongfu;Wang Yabin;Miao Hanhui;Xu Chenli CN109574830, 2019, A Location in patent:Paragraph 0083-0085
124655-09-0
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$11.00/1g
124752-23-4
238 suppliers
$9.00/250mg
147489-02-9
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124752-23-4
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79-37-8
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124655-09-0
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$11.00/1g
124752-23-4
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$9.00/250mg
540-88-5
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124752-23-4
238 suppliers
$9.00/250mg