Alternatived Products of [ 912444-78-1 ]
Product Details of [ 912444-78-1 ]
| CAS No. : | 912444-78-1 |
MDL No. : | MFCD20126203 |
| Formula : |
C14H17NO4
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
263.29
|
Pubchem ID : | - |
| Synonyms : |
|
Safety of [ 912444-78-1 ]
| Signal Word: | Warning |
Class: | |
| Precautionary Statements: | P301+P312+P330 |
UN#: | |
| Hazard Statements: | H302 |
Packing Group: | |
| GHS Pictogram: |
|
Application In Synthesis of [ 912444-78-1 ]
* 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 [ 912444-78-1 ]
- 1
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[ 757239-60-4 ]
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[ 74-88-4 ]
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[ 912444-78-1 ]
| Yield | Reaction Conditions | Operation in experiment |
| 85% |
With sodium hexamethyldisilazane; In tetrahydrofuran; at -70 - -20℃; for 3h; |
EXAMPLE 27C; 1-benzyl 3-methyl 3-methylazetidine-1,3-dicarboxylate A solution of Example 27B (250 mg, 1 mmol) and iodomethane (0.12 ml, 2.0 mmol) in THF (5 mL) was treated with NaN(TMS)2 in THF (1.0 M, 2 mL, 2.0 mmol) at -70 C. under nitrogen. The temperature of the cooling bath was slowly raised to -20 C. within 1 h and the mixture was stirred at the same temperature for additional 2 h. After quenching with water, the mixture was partitioned between water and EtOAc. The organic phase was washed with water and concentrated. The residue was purified by flash chromatography to give Example 27C (220 mg, 85% yield). MS (DCI/NH3) m/z 264 (M+H)+. |
- 2
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[ 912444-78-1 ]
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[ 1143525-35-2 ]
| Yield | Reaction Conditions | Operation in experiment |
| 90% |
Stage #1: 1-benzyl 3-methyl 3-methylazetidine-1,3-dicarboxylate With methanol; lithium hydroxide; water In tetrahydrofuran at 60℃;
Stage #2: With hydrogenchloride; water |
27D
EXAMPLE 27D; 1-[(benzyloxy)carbonyl]azetidine-3-carboxylic acid A solution of Example 27C (2.6 g, 10.0 mmol) in a mixture of THF (20 mL) and water (10 mL) was treated with LiOH.H2O (830 mg, 20.0 mmol) in water (5 mL). Methanol was added until a transparent solution formed (1 mL). This solution was heated at 60° C. overnight and the organic solvents were removed under vacuum. The residual aqueous solution was acidified with 2 N HCl to pH 2 and was partitioned between ethyl acetate and water. The organic phase was washed with water, dried (MgSO4), filtered and concentrated to give Example 27D (2.3 g, 90% yield). MS (DCI/NH3) m/z 235 (M+H)+. |
| 67% |
With lithium hydroxide monohydrate In tetrahydrofuran; methanol; water at 70℃; for 0.666667h; Inert atmosphere; |
143 1-((Benzyloxy)carbonyl)-3-methylazetidine-3-carboxylic acid 61.4
To a solution of compound 61.3 (50 mg, 0.19 mmol) in tetrahydrofuran (2 ml_), methanol (0.2 ml_) and water (1 ml_) was added lithium hydroxide monohydrate (16 mg, 0.38 mmol). The mixture was stirred at 70°C for 40 min, poured into water (20 ml_) and washed with ethyl acetate (2 x 20 ml_). The aqueous phase was adjusted to pH3 with 1 M hydrochloric acid and extracted with ethyl acetate (2 x 20 ml_). The organic phases were combined, washed with brine (20 ml_) and dried over sodium sulfate. After filtration and concentration, compound 61.4 was obtained as a yellow oil (32 mg, 67% yield).1H NMR (CDCh, 400 MHz) |
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