Alternatived Products of [ 1363382-91-5 ]
Product Details of [ 1363382-91-5 ]
CAS No. : | 1363382-91-5 |
MDL No. : | MFCD20926177 |
Formula : |
C10H19NO3
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
201.26
|
Pubchem ID : | - |
Synonyms : |
|
Safety of [ 1363382-91-5 ]
Application In Synthesis of [ 1363382-91-5 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 1363382-91-5 ]
- 1
-
[ 1363382-91-5 ]
-
[ 1458653-12-7 ]
Yield | Reaction Conditions | Operation in experiment |
600 mg |
With hydrogenchloride In diethyl ether; water |
2 Step 2: 3-Hydroxymethyl-3-methyl-azetidine hydrochloride
Step 2: 3-Hydroxymethyl-3-methyl-azetidine hydrochloride 3-Hydroxymethyl-3-methyl-azetidine-1-carboxylic acid tert-butyl ester (1 g) is dissolved in 5 mL of ethyl ether. A 2 M aqueous solution of hydrochloric acid (4 mL) is added, the reaction mixture is stirred overnight and then concentrated under vacuum to give the title compound. Yield: 600 mg. |
600 mg |
With hydrogenchloride In diethyl ether; water |
2 Step 2: 3-Hydroxymethyl-3-methyl-azetidine hydrochloride
3-Hydroxymethyl-3-methyl-azetidine-1 -carboxylic acid tert-butyl ester (1 g) is dissolved in 5 ml_ of ethyl ether. A 2 M aqueous solution of hydrochloric acid (4 ml_) is added, the reaction mixture is stirred overnight and then concentrated under vacuum to give the title compound. Yiel: 600 mg. |
600 mg |
With hydrogenchloride In water |
2 Step 2: 3-Hydroxymethyl-3-methyl-azetidine hydrochloride
3-Hydroxymethyl-3-methyl-azetidine-1 -carboxylic acid tert-butyl ester (1 g) is dissolved in 5 ml_ of ethyl ether. A 2 M aqueous solution of hydrochloric acid (4 ml_) is added, the reaction mixture is stirred overnight and then concentrated under vacuum to give the title compound. Yiel: 600 mg. |
- 2
-
[ 1037479-62-1 ]
-
[ 1363382-91-5 ]
-
tert-butyl 3-(((6-chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)oxy)methyl)-3-methylazetidine-1-carboxylate
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
54.9% |
Stage #1: 3-hydroxymethyl-3-methyl-azetidine-1-carboxylic acid tert-butyl ester With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: 4,6-dichloro-1-(tetrahydro-2H-pyran-2-yl)-1Hpyrazolo [3 ,4-d]pyrimidine In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 2h; |
Preparation 58: tert-butyl 3-(((6-chloro-1-(tetrahydro-2H-pyran-2-yl)- 1H- pyrazolo j3,4-dj pyrimidin-4-yl)oxy)methyl)-3-methylazetidine- 1-carboxylate
Sodium hydride (211 mg, 8.79 mmol) was added to a solution of tert-butyl 3-(hydroxymethyl)-3-methylazetidine-1-carboxylate (973 mg, 4.83 mmol) in DMF (4.4 mL) at 0 °C and the reaction mixture was stirred at rt for 30 minutes. The reaction mixture was then added dropwise to a solution of 4,6-dichloro-1-(tetrahydro-2H-pyran-2- yl)-1H-pyrazolo[3,4-djpyrimidine (1.20 g, 4.39 mmol) in DMF (4.4 mL) at 0 °C and the reation mixture was stirred at rt for 2 hours. The reaction was quenched with addition ofwater (1 mL) and the resulting mixture was concentrated in vacuo to yield a light brown liquid. Water (10 mL) was added and the mixture was extracted with ethyl acetate (3 x 20 mL). The ethyl acetate extracts were combined, washed with a saturated aqueous solution of sodium chloride (5 mL) and dried over sodium sulfate to yield a brown liquid. The cmde liquid was purified via flash column chromatography using 40% ethyl acetate inhexanes to yield tert-butyl 3-(((6-chloro- 1 -(tetrahydro-2H-pyran-2-yl)- 1H-pyrazolo[3,4- dl pyrimidin-4-yl)oxy)methyl)-3 -methylazetidine- 1 -carboxylate (1.06 g, 4.39 mmol, 54.9 % yield). (mlz): [M+Hj calcd for C20H29C1N5O4 438.19 found 438.6. |