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Chemical Structure| 30608-63-0 Chemical Structure| 30608-63-0

Structure of 30608-63-0

Chemical Structure| 30608-63-0

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Product Details of [ 30608-63-0 ]

CAS No. :30608-63-0
Formula : C4H11NO
M.W : 89.14
SMILES Code : CC[C@@H](CN)O
English Name :(S)-1-Aminobutan-2-ol
MDL No. :MFCD00079691
InChI Key :KODLUXHSIZOKTG-BYPYZUCNSA-N
Pubchem ID :6995554

Safety of [ 30608-63-0 ]

Application In Synthesis of [ 30608-63-0 ]

* 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 [ 30608-63-0 ]

[ 30608-63-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 30608-63-0 ]
  • [ 24424-99-5 ]
  • [ 5683-78-3 ]
  • [ 2565715-94-6 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; sodium hydroxide; sodium tris(acetoxy)borohydride a Prodution of tert-butyl (S)-(2-hydroxybutyl)((8-hydroxyquinolin-7-yl)methyl)carbamate Reference Example 27-(a) Prodution of tert-butyl (S)-(2-hydroxybutyl)((8-hydroxyquinolin-7-yl)methyl)carbamate A solution of 8-hydroxyquinoline-7-carbaldehyde (400 mg) and (2S)-1-amino-2-butanol (0.24 mL) in dichloromethane (12 mL) was stirred under argon gas flow at room temperature for 30 minutes. Then, sodium triacetoxyborohydride (734 mg) was added thereto, and the resulting mixture was stirred at room temperature for 10 hours. After the reaction was completed, the reaction solution was concentrated under reduced pressure, to the resulting residues were added methanol (4 mL) and a 8 M aqueous solution of sodium hydroxide (2.89 mL), di-tert-butyl dicarbonate (1.06 mL) was added thereto, and the resulting mixture was stirred at room temperature for 3 hours. Additionally, di-tert-butyl dicarbonate (1.06 mL) was added thereto, and the resulting mixture was stirred at room temperature for 1 hour. Additionally, a 8 M aqueous solution of sodium hydroxide (0.7 mL) was added thereto, and the resulting mixture was stirred at room temperature for 2 hours. 1 M hydrochloric acid was added thereto to adjust the pH to 6.5, and the resulting mixture was subjected to extraction with ethyl acetate. The resulting organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The resulting residues were purified by a silica gel column (DIOL silica gel, elution solvent; hexane : ethyl acetate) to give the title compound (474 mg) as a slightly yellow oil. Mass spectrum (ESI, m/z): 347 [M+H]+
474 mg Stage #1: (S)-(+)-1-amino-2-butanol; 8-hydroxy-7-quinolinecarboxaldehyde In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 10h; Stage #3: di-<i>tert</i>-butyl dicarbonate With sodium hydroxide In methanol; lithium hydroxide monohydrate at 20℃; for 6h; 27-(a) Prodution of tert-butyl (S)-(2-hydroxybutyl)((8-hydroxyquinolin-7-yl)methyl)carbamate A solution of 8-hydroxyquinoline-7-carbaldehyde (400 mg) and (2S)-1-amino-2-butanol (0.24 mL) in dichloromethane (12 mL) was stirred under argon gas flow at room temperature for 30 minutes. Then, sodium triacetoxyborohydride (734 mg) was added thereto, and the resulting mixture was stirred at room temperature for 10 hours. After the reaction was completed, the reaction solution was concentrated under reduced pressure, to the resulting residues were added methanol (4 mL) and a 8 M aqueous solution of sodium hydroxide (2.89 mL), di-tert-butyl dicarbonate (1.06 mL) was added thereto, and the resulting mixture was stirred at room temperature for 3 hours. Additionally, di-tert-butyl dicarbonate (1.06 mL) was added thereto, and the resulting mixture was stirred at room temperature for 1 hour. Additionally, a 8 M aqueous solution of sodium hydroxide (0.7 mL) was added thereto, and the resulting mixture was stirred at room temperature for 2 hours. 1 M hydrochloric acid was added thereto to adjust the pH to 6.5, and the resulting mixture was subjected to extraction with ethyl acetate. The resulting organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The resulting residues were purified by a silica gel column (DIOL silica gel, elution solvent; hexane : ethyl acetate) to give the title compound (474 mg) as a slightly yellow oil. Mass spectrum (ESI, m/z): 347 [M+H]+
  • 2
  • [ 2091328-57-1 ]
  • [ 30608-63-0 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride In ethanol; water at 60 - 75℃; 3 Example 3 (1) At 20-30°C, mix and dissolve the hydrogenated crude product (S)-oxetane-2-methylamine (200g) and ethanol (1.12kg);(2) 36% hydrochloric acid (349g) was added dropwise in the reaction solution;(3) React at 60-75°C for 3 hours. After the reaction, lower the temperature at 0-10°C and keep stirring for 3 hours, filter and rinse, and dry at 50°C to obtain 300g of crude product, but the structure does not match.
 

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