Alternatived Products of [ 89483-06-7 ]
Product Details of [ 89483-06-7 ]
CAS No. : | 89483-06-7 |
MDL No. : | MFCD00798616 |
Formula : |
C11H19NO4
|
Boiling Point : |
No data available |
Linear Structure Formula : | - |
InChI Key : | GKRRTFCDSZGFSZ-QMMMGPOBSA-N |
M.W : |
229.27
|
Pubchem ID : | 5706350 |
Synonyms : |
|
Chemical Name : | (S)-2-((tert-Butoxycarbonyl)amino)-3-cyclopropylpropanoic acid |
Application In Synthesis of [ 89483-06-7 ]
* 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 [ 89483-06-7 ]
- 1
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[ 24424-99-5 ]
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[ 102735-53-5 ]
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[ 89483-06-7 ]
Yield | Reaction Conditions | Operation in experiment |
97% |
With potassium carbonate; In tetrahydrofuran; water; |
Step 8: Preparation of L-Boc-3-cyclopropylalanine <strong>[102735-53-5]L-3-cyclopropylalanine</strong> (10 g) is suspended in tetrahydrofuran (30 mL). Water (30 mL), potassium carbonate (36.7 g), and di-tert-butyl-dicarbonate (21.9 g) are added. Additional water is added to produce a solution which is stirred for 12 hours at room temperature. The organic solvent is then evaporated and the aqueous solution is washed with ether, then acidified to pH 3 with 1N aqueous citric acid. The solution is extracted with methylene chloride and the solvent evaporated to give the title compound (18.9 g, 97percent yield). |
97% |
With potassium carbonate; In tetrahydrofuran; water; at 0 - 20℃; |
Into a 1000-mL 3- necked round-bottom flask, was placed <strong>[102735-53-5](2S)-2-amino-3-cyclopropylpropanoic acid</strong> (10 g, 77.43 mmol, 1.00 equiv), tetrahydrofuran (120 mL), water(120 mL), potassium carbonate (36.7 g, 265.54 mmol, 3.40 equiv). This was followed by the addition of di-tert-butyl dicarbonate (21.9 g, 100.35 mmol, 0.80 equiv) dropwise with stirring at 0oC. The resulting solution was stirred for overnight at room temperature. The resulting solution was extracted with 2x60 mL of ether and the aqueous layers combined. and the organic layers combined. The pH value of the solution was adjusted to 3 with citric acid (2 mmol/L). The resulting solution was extracted with 3x100 mL of dichloromethane and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 17.2 g (97percent) of (2S)-2-[[(tert- butoxy)carbonyl]amino]-3-cyclopropylpropanoic acid as colorless oil. MS (ES, m/z): 228 (M-H). |