![](/CAS/GIF/154026-95-6.gif)
tert-Butyl (4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetate synthesis
- Product Name:tert-Butyl (4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetate
- CAS Number:154026-95-6
- Molecular formula:C15H26O6
- Molecular Weight:302.36
![(4R-Cis)-6-Hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-acetic acid 1,1-dimethylethyl ester](/CAS/GIF/124655-09-0.gif)
124655-09-0
243 suppliers
$11.00/1g
![Acetyl chloride](/CAS/GIF/75-36-5.gif)
75-36-5
562 suppliers
$17.92/100G
![tert-Butyl (4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetate](/CAS/GIF/154026-95-6.gif)
154026-95-6
260 suppliers
$9.00/5g
Yield:154026-95-6 86%
Reaction Conditions:
Stage #1:1,1-dimethylethyl (4R-cis)-6-hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-acetate with pyridine in dichloromethane at 20; for 0.5 h;
Stage #2:acetyl chloride in dichloromethane at 20; for 1 h;
Steps:
3.1 Step 1: Preparation of the compound of formula I-5 {tert-butyl 2-((4R,6S)-6-(acetoxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate}
The compound of formula (I-1){Tert-butyl 2 - ((4R, 6S) -6- (hydroxymethyl) -2,2-dimethyl-1,3-dioxan-4-yl) acetate}(1.0 g, 3.84 mmol, Jiangsu Alpha Pharmaceutical) was dissolved in 10 ml of methylene chloride (MC), pyridine (0.9 g, 11.52 mmol) was added at room temperature, and the mixture was stirred at room temperature for 30 minutes.Acetyl chloride (0.66 g, 8.45 mmol) was added and the mixture was stirred at room temperature for 1 hour. 10 ml of water was added to the reaction mixture, and the mixture was stirred for 10 minutes, and the organic layer was separated. After 5 ml of methylene chloride was extracted twice, 10 ml of water was added thereto, followed by stirringThe organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate, filtered, and distilled under reduced pressure to obtain 0.98 g (yield: 86%) of the compound of the formula I-2 in the form of a pale pink crystal.
References:
Mirae Fine Chemical Co., Ltd.;Hwang, Sung-Kwan;Park, Sang-Hoo;Park, Chang-Ha;Yang, Joon-Ha KR2016/126700, 2016, A Location in patent:Paragraph 0161; 0162-0165
![Sodium acetate](/CAS/20180808/GIF/127-09-3.gif)
127-09-3
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$8.00/1 ea
![(4R-cis)-6-Chloromethyl-2,2-dimethyl-1,3-dioxane-4-acetic Acid tert-Butyl Ester](/CAS/GIF/154026-94-5.gif)
154026-94-5
107 suppliers
$115.00/25mg
![tert-Butyl (4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetate](/CAS/GIF/154026-95-6.gif)
154026-95-6
260 suppliers
$9.00/5g
![Potassium Acetate](/CAS/GIF/127-08-2.gif)
127-08-2
626 suppliers
$6.00/25g
![(4R-cis)-6-Chloromethyl-2,2-dimethyl-1,3-dioxane-4-acetic Acid tert-Butyl Ester](/CAS/GIF/154026-94-5.gif)
154026-94-5
107 suppliers
$115.00/25mg
![tert-Butyl (4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetate](/CAS/GIF/154026-95-6.gif)
154026-95-6
260 suppliers
$9.00/5g
![Tetrabutylammonium acetate](/CAS/GIF/10534-59-5.gif)
10534-59-5
290 suppliers
$5.00/5g
![(4R-cis)-6-Chloromethyl-2,2-dimethyl-1,3-dioxane-4-acetic Acid tert-Butyl Ester](/CAS/GIF/154026-94-5.gif)
154026-94-5
107 suppliers
$115.00/25mg
![tert-Butyl (4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetate](/CAS/GIF/154026-95-6.gif)
154026-95-6
260 suppliers
$9.00/5g
![Potassium Acetate](/CAS/GIF/127-08-2.gif)
127-08-2
626 suppliers
$6.00/25g
![1-ETHYL-3-METHYLIMIDAZOLIUM ACETATE](/CAS/GIF/143314-17-4.gif)
143314-17-4
216 suppliers
$6.00/1g
![(4R-cis)-6-Chloromethyl-2,2-dimethyl-1,3-dioxane-4-acetic Acid tert-Butyl Ester](/CAS/GIF/154026-94-5.gif)
154026-94-5
107 suppliers
$115.00/25mg
![tert-Butyl (4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetate](/CAS/GIF/154026-95-6.gif)
154026-95-6
260 suppliers
$9.00/5g