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[ CAS No. 518335-32-5 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 518335-32-5
Chemical Structure| 518335-32-5
Structure of 518335-32-5 *Storage: {[proInfo.prStorage]}

Quality Control of [ 518335-32-5 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 518335-32-5 ]

SDS

Product Details of [ 518335-32-5 ]

CAS No. :518335-32-5MDL No. :MFCD24466568
Formula :C17H21NO2Boiling Point :-
Linear Structure Formula :-InChI Key :N/A
M.W :271.35Pubchem ID :-
Synonyms :

Computed Properties of [ 518335-32-5 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 518335-32-5 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P280-P301 P312-P302 P352-P305 P351 P338UN#:N/A
Hazard Statements:H302-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 518335-32-5 ]

  • Downstream synthetic route of [ 518335-32-5 ]

[ 518335-32-5 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 518335-32-5 ]
  • [ 61220-44-8 ]
  • [ 1355993-08-6 ]
  • 2
  • [ 518335-32-5 ]
  • [ 21172-43-0 ]
  • [ 364782-34-3 ]
  • 3
  • 3-(3-trifluoromethylphenyl)propyl 4-methylphenylsulfonate [ No CAS ]
  • [ 518335-32-5 ]
  • [ 1204313-91-6 ]
YieldReaction ConditionsOperation in experiment
With sodium hydride; In dimethyl sulfoxide; mineral oil; at 50 - 55℃; for 1h; (R)-(I -Naphthalen-l-yl-ethyl)-carbamic acid tert-butyl ester (1.5g, 5.528 mmol.) was added to a mixture of sodium hydride (50% dispersion in mineral oil, 0.402g, 0.0084mol) and dimethylsulfoxide (10 ml) and stirred for 30 minutes at 50-55 0C followed by addition of a solution of toluene-4-sulfonic acid 3-(3-trifluoromethyl-phenyl)-propyl ester (2.Og, 5.58 mmol) in dimethylsulfoxide (1 ml). The reaction mixture was heated at 50-55 0C for 1 hour. Thereafter, the reaction mixture was cooled to 5 0C, quenched with ice- water (20 ml), extracted with isopropyl ether (3x25 ml). Combined isopropyl ether layer was washed with water (2x20 ml) and dried over anhydrous sodium sulphate. Solvent was distilled off to give 1.9g of title compound.
(R)-(1-Naphthalen-1-yl-ethyl)-carbamic acid tert-butyl ester (1.5 g, 5.528 mmol.) was added to a mixture of sodium hydride (50% dispersion in mineral oil, 0.402 g, 0.0084 mol) and dimethylsulfoxide (10 ml) and stirred for 30 minutes at 50-55 C. followed by addition of a solution of toluene-4-sulfonic acid 3-(3-trifluoromethyl-phenyl)-propyl ester (2.0 g, 5.58 mmol) in dimethylsulfoxide (1 ml). The reaction mixture was heated at 50-55 C. for 1 hour. Thereafter, the reaction mixture was cooled to 5 C., quenched with ice-water (20 ml), extracted with isopropyl ether (3×25 ml). Combined isopropyl ether layer was washed with water (2×20 ml) and dried over anhydrous sodium sulphate. Solvent was distilled off to give 1.9 g of title compound.
  • 4
  • [ 518335-32-5 ]
  • [ 21172-43-0 ]
  • [ 1204313-91-6 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; In dimethyl sulfoxide; at 25 - 30℃; for 20h;Product distribution / selectivity; Methanesulfonic acid 3-(3-trifluoromethyl-phenyl)-propyl ester (284 g, 1.3 meq), (R)- (l-naphthalen-l-yl-ethyl)-carbamic acid tert-butyl ester (210 g) and sodium hydroxide (124 g) were taken in dimethyl sulfoxide (1.05 L) and reaction mixture was stirred at 25-30 0C for 20 hours. Water (2.1 L) was added to the reaction mixture and the reaction mixture was extracted with toluene. Toluene layer was separated and distilled off to give 350 g of title compound having substituted carbamate impurity 5.14 % by HPLC.
Method C: (R)-(1-Naphthalen-1-yl-ethyl)-carbamic acid tert-butyl ester (210 g, 0.774 mol) was added to a stirred suspension of sodium hydroxide (124 g, 3.1 mol) in dimethylsulfoxide (1.05 L) at 15-20 C. and stirred for 30 minutes. Thereafter, methanesulfonicacid-3-(3-trifluoromethyl-phenyl)-propyl ester (284 g, 1.006 mol) was added to reaction mixture at 20-25 C. and stirred for 20 hours at 25-30 C. The reaction mixture was cooled to 10-15 C. followed by addition of chilled water (2.1 L). The reaction mixture was extracted with toluene (1.0 L*2) and combined toluene extracts were washed with brine (420 ml*1). Then solvent was distilled off under vacuum at 50-60 C. to give 374 g of the title compound having purity 83.59% by HPLC.
  • 5
  • [ 24424-99-5 ]
  • [ 3886-70-2 ]
  • [ 518335-32-5 ]
YieldReaction ConditionsOperation in experiment
In dichloromethane; at 20℃; for 2h;Product distribution / selectivity; To a solution of (R)-I -naphthalen-1-yl-ethylamine (150g, 0.876mol) in dichloromethane (750ml), di-tertiarybutyl dicarbonate (210.3g, 0.964mol) was added at ambient temperature and stirred for 2 hours. Dichloromethane was distilled off followed by addition of n-heptane (150ml) and then n-heptane was distilled off. Again n-heptane (900ml) was added to the resulting residue and stirred. The resulting product was filtered and dried in vacuum at 45-500C to give 223g of the title compound having purity 99.8% by HPLC.
In dichloromethane; at 20℃; for 2h;Product distribution / selectivity; Example 5 Preparation of [518335-32-5](R)-(1-naphthalen-1-yl-ethyl)-carbamic acid tert-butyl ester Method A: (R)-1-Naphthalen-1-yl-ethylamine (5.0 g, 0.0292 mol) was added to a mixture of di-tertiarybutyl dicarbonate (10.0 g, 0.04582 mol) in water (25 ml) and tetrahydrofuran (0.5 ml) at 25-30 C. and stirred for 5 hours. Reaction mixture was then extracted with dichloromethane (3*15 ml). The combined extracts were washed with water and the solvent was distilled off to give 8.2 g of title compound having purity 99.2% by HPLC. Method B: To a solution of (R)-1-naphthalen-1-yl-ethylamine (150 g, 0.876 mol) in dichloromethane (750 ml), di-tertiarybutyl dicarbonate (210.3 g, 0.964 mol) was added at ambient temperature and stirred for 2 hours. Dichloromethane was distilled off followed by addition of n-heptane (150 ml) and then n-heptane was distilled off. Again n-heptane (900 ml) was added to the resulting residue and stirred. The resulting product was filtered and dried in vacuum at 45-50 C. to give 223 g of the title compound having purity 99.8% by HPLC.
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