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CC(C)(C)OC(=O)N(CCO)C1=CC=CC=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | tert-butyl N-(2-hydroxyethyl)-N-phenylcarbamate |
|---|---|
| IUPAC Name | — |
| CAS Number | 121492-10-2 |
| Database ID | 24720895 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
tert-butyl N-(2-hydroxyethyl)-N-phenylcarbamate (CAS 121492-10-2) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 24720895
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
8 reactions · 8 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4ae7a47d9e5f47f7a55ae9dbdd5f5f09Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a THF solution containing 0.30 g of lithium borohydride, 1.30 g of N-(tert-butoxycarbonyl)phenylglycine methyl ester was added under ice cooling. To the resultant solution, methanol was added dropwise under ice cooling and stirred overnight at room temperature. Water was added to the reaction mixture, extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride aqueous solution, successively, and dried over anhydrous sodium sulfate. The dried solution was evaporated under reduced pressure and the obtained residue was subjected to a silica gel column chromatography (hexane:ether=1:1) to give 0.41 g of the title compound. was added under ice cooling extracted with ethyl acetate The organic layer was washed with water and saturated sodium chloride aqueous solution successively, and dried over anhydrous sodium sulfate The dried solution was evaporated under reduced pressure
Source ID: ord-e102a410416b4d2e857dcc5100ed2a4dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a THF solution containing 0.30 g of lithium borohydride, 1.30 g of N-(tert-butoxycarbonyl)phenylglycine methyl ester was added under ice cooling. To the resultant solution, methanol was added dropwise under ice cooling and stirred overnight at room temperature. Water was added to the reaction mixture, extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride aqueous solution, successively, and dried over anhydrous sodium sulfate. The dried solution was evaporated under reduced pressure and the obtained residue was subjected to a silica gel column chromatography (hexane:ether=1:1) to give 0.41 g of the title compound. was added under ice cooling extracted with ethyl acetate The organic layer was washed with water and saturated sodium chloride aqueous solution successively, and dried over anhydrous sodium sulfate The dried solution was evaporated under reduced pressure
Source ID: ord-e102a410416b4d2e857dcc5100ed2a4dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4ae7a47d9e5f47f7a55ae9dbdd5f5f09Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a THF solution containing 0.30 g of lithium borohydride, 1.30 g of N-(tert-butoxycarbonyl)phenylglycine methyl ester was added under ice cooling. To the resultant solution, methanol was added dropwise under ice cooling and stirred overnight at room temperature. Water was added to the reaction mixture, extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride aqueous solution, successively, and dried over anhydrous sodium sulfate. The dried solution was evaporated under reduced pressure and the obtained residue was subjected to a silica gel column chromatography (hexane:ether=1:1) to give 0.41 g of the title compound. was added under ice cooling extracted with ethyl acetate The organic layer was washed with water and saturated sodium chloride aqueous solution successively, and dried over anhydrous sodium sulfate The dried solution was evaporated under reduced pressure
Source ID: ord-63fbacd4783f4b8a98361e9f7fe80c99Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a THF solution containing 0.30 g of lithium borohydride, 1.30 g of N-(tert-butoxycarbonyl)phenylglycine methyl ester was added under ice cooling. To the resultant solution, methanol was added dropwise under ice cooling and stirred overnight at room temperature. Water was added to the reaction mixture, extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride aqueous solution, successively, and dried over anhydrous sodium sulfate. The dried solution was evaporated under reduced pressure and the obtained residue was subjected to a silica gel column chromatography (hexane:ether=1:1) to give 0.41 g of the title compound. was added under ice cooling extracted with ethyl acetate The organic layer was washed with water and saturated sodium chloride aqueous solution successively, and dried over anhydrous sodium sulfate The dried solution was evaporated under reduced pressure
Source ID: ord-63fbacd4783f4b8a98361e9f7fe80c99Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of oxalyl chloride (0.37 mL) in THF (5.0 mL) was cooled to −78° C., and DMSO (0.39 mL) and THF (2.0 mL) were slowly added dropwise. The reaction mixture was stirred for 5 min, and a solution of the compound (0.50 g) obtained in step 1 in THF (3.0 mL) was added dropwise. The reaction mixture was stirred at −78° C. to −20° C. for 1 hr, and triethylamine (2.0 mL) was added. The reaction mixture was stirred at room temperature for 30 min, poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous ammonium chloride solution and saturated brine, dried and concentrated under reduced pressure. The residue was separated and purified by silica gel column chromatography (solvent gradient; 5→15% ethyl acetate/hexane) to give the title compound (0.38 g, 77%) as a colorless oil. The reaction mixture was stirred at −78° C. to −20° C. for 1 hr The reaction mixture was stirred at room temperature for 30 min the mixture was extracted with ethyl acetate The extract was washed with saturated aqueous ammonium chloride solution and saturated brine dried concentrated under reduced pressure The residue was separated purified by silica gel column chromatography (solvent gradient; 5→15% ethyl acetate/hexane)
Source ID: ord-e821a48a966446b9956aba437f3bf25bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a THF solution containing 0.30 g of lithium borohydride, 1.30 g of N-(tert-butoxycarbonyl)phenylglycine methyl ester was added under ice cooling. To the resultant solution, methanol was added dropwise under ice cooling and stirred overnight at room temperature. Water was added to the reaction mixture, extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride aqueous solution, successively, and dried over anhydrous sodium sulfate. The dried solution was evaporated under reduced pressure and the obtained residue was subjected to a silica gel column chromatography (hexane:ether=1:1) to give 0.41 g of the title compound. was added under ice cooling extracted with ethyl acetate The organic layer was washed with water and saturated sodium chloride aqueous solution successively, and dried over anhydrous sodium sulfate The dried solution was evaporated under reduced pressure
Source ID: ord-e102a410416b4d2e857dcc5100ed2a4dPubChem References
These sources are listed in the compound's public database record.
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