Home Cart 0 Sign in  

[ CAS No. 54503-10-5 ]

{[proInfo.proName]}
Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 54503-10-5
Chemical Structure| 54503-10-5
Structure of 54503-10-5 *Storage: {[proInfo.prStorage]}

Quality Control of [ 54503-10-5 ]

Related Doc. of [ 54503-10-5 ]

SDS

Product Details of [ 54503-10-5 ]

CAS No. :54503-10-5MDL No. :MFCD02183583
Formula : C10H18N2O3 Boiling Point : 370.1°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :214.26Pubchem ID :3016886
Synonyms :

Computed Properties of [ 54503-10-5 ]

TPSA : 72.6 H-Bond Acceptor Count : 3
XLogP3 : - H-Bond Donor Count : 1
SP3 : 0.80 Rotatable Bond Count : 3

Safety of [ 54503-10-5 ]

Signal Word:WarningClassN/A
Precautionary Statements:P305+P351+P338UN#:N/A
Hazard Statements:H315-H319Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 54503-10-5 ]

  • Upstream synthesis route of [ 54503-10-5 ]
  • Downstream synthetic route of [ 54503-10-5 ]

[ 54503-10-5 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 15761-39-4 ]
  • [ 54503-10-5 ]
YieldReaction ConditionsOperation in experiment
62% With ammonium carbonate; triethylamine; 1,1'-carbonyldiimidazole In acetonitrile at 20℃; for 24.00 h; General procedure: To a solution of 20 g (93 mmol) of Boc-proline 5a in 150 mL of anhydrous acetonitrile were added successively 19.5 g (120 mmol) of 1,1'-carbonyldiimidazole, 21.0 mL (150 mmol) of trimethylamine, and 19.2 g (200 mmol) of ammonium carbonate. The reaction mixture was stirred at room temperature for 24 h. After the reaction completion the mixture was poured into a saturated solution of potassium carbonate (250 mL) and extracted with dichloromethane (3 × 250 mL). The combined organic extracts were washed with water (2 × 150 mL) and dried with sodium sulfate. After removal of the solvent the reaction product was purified by flash chromatography on silica gel using hexane–ethyl acetate (100 : 0 → 1 : 1). Yield 12.3 g (62percent). Mass spectrum, m/z (Irel, percent): 215.1 (100) [M + H]+.
Reference: [1] Russian Journal of General Chemistry, 2017, vol. 87, # 4, p. 717 - 730[2] Zh. Obshch. Khim., 2017, vol. 87, # 4, p. 584 - 596,13
[3] Synthetic Communications, 2007, vol. 37, # 21, p. 3793 - 3799
[4] Journal of Medicinal Chemistry, 2007, vol. 50, # 9, p. 2225 - 2239
[5] Tetrahedron, 2008, vol. 64, # 12, p. 2801 - 2815
  • 2
  • [ 115630-49-4 ]
  • [ 24424-99-5 ]
  • [ 54503-10-5 ]
YieldReaction ConditionsOperation in experiment
62% With triethylamine In dichloromethane at 20℃; for 16.00 h; Example 4; 2-Carbamoyl-pyrrolidine-l-carboxylic acid tert-butyl ester; To a solution of H-DL-proline-NH2 HC1 (5.00 g, 33.2 mmol) in CH2C12 (50 mL) stirred for 10 min, was added di-tert-butyl dicarbonate (7.246 g, 33.2 mmol) and Et3N (9.26 mL, 66.4 mmol). The mixture was allowed to stir at room temperature for 16 h. The reaction was diluted with water, and the product was extracted with EtOAc. The combined organics were dried (MgS04), filtered, and concentrated ira vacuo to afford the title compound (5.15 g, 62percent) as a pale yellow solid, which was used without further purification.
Reference: [1] Patent: WO2005/87765, 2005, A1. Location in patent: Page/Page column 27
  • 3
  • [ 145681-01-2 ]
  • [ 54503-10-5 ]
Reference: [1] Patent: WO2009/146112, 2009, A1. Location in patent: Page/Page column 40
  • 4
  • [ 43041-12-9 ]
  • [ 54503-10-5 ]
Reference: [1] Patent: WO2009/146112, 2009, A1
  • 5
  • [ 609-36-9 ]
  • [ 54503-10-5 ]
Reference: [1] Patent: WO2009/146112, 2009, A1
Historical Records

Related Functional Groups of
[ 54503-10-5 ]

Amino Acid Derivatives

Chemical Structure| 109384-24-9

[ 109384-24-9 ]

(2S,4R)-tert-Butyl 2-carbamoyl-4-hydroxypyrrolidine-1-carboxylate

Similarity: 0.91

Chemical Structure| 73365-02-3

[ 73365-02-3 ]

N-Boc-D-Prolinal

Similarity: 0.90

Chemical Structure| 69610-41-9

[ 69610-41-9 ]

(S)-1-Boc-2-Formylpyrrolidine

Similarity: 0.90

Chemical Structure| 35150-08-4

[ 35150-08-4 ]

(S)-tert-Butyl (1-amino-3-methyl-1-oxobutan-2-yl)carbamate

Similarity: 0.85

Chemical Structure| 132622-66-3

[ 132622-66-3 ]

(2S,4S)-4-Amino-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

Similarity: 0.83