Home Cart Sign in  
Chemical Structure| 1352925-73-5 Chemical Structure| 1352925-73-5

Structure of 1352925-73-5

Chemical Structure| 1352925-73-5

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 1352925-73-5 ]

CAS No. :1352925-73-5
Formula : C13H15NO
M.W : 201.26
SMILES Code : O=C1C(C2)CC2CN1CC3=CC=CC=C3
MDL No. :MFCD21099569
InChI Key :ZVTFKRPHPDTFOT-UHFFFAOYSA-N
Pubchem ID :71743005

Safety of [ 1352925-73-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 1352925-73-5 ]

* 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 [ 1352925-73-5 ]

[ 1352925-73-5 ] Synthesis Path-Downstream   1~12

  • 5
  • [ 1427319-43-4 ]
  • [ 1352925-73-5 ]
YieldReaction ConditionsOperation in experiment
93% With lithium hexamethyldisilazane; In tetrahydrofuran; tert-butyl alcohol; at -20℃; for 1.0h; (±) Compound 6(3.2 g, 9.72 mmol) was dissolved in anhydrous THF (5 mL) and LHIVIDS (1M soln./THF, 9.72 mL) was added at -20C. The solution was stirred for one hour before being quenched with H20 (15 mL). EtOAc (20 mL) was added and the organic layer was separated. The aqueous layer was extracted with EtOAc (3 x 15 mL). The organic layers were combined, dried over Mg504 and concentrated in vacuo. The crude oil was filtered through a short silica column (cyclohexane/EtOAc, 2:1) to give Compound 7(1.82 g, 93% yield) as a yellow/orange oil. (Rf=0.24, cyclohexane/EtOAc, 50:50). H (500 MFIz; CDC13) 7.36-7.22 (5H, m, PhH), 4.61 (2H, s,PhCH2), 3.26 (2H, d, J= 1.5, NCH2), 2.84 (1H, q, J = 5.7 Hz, C=OCH), 2.72-2.65 (1H, m,NCH2CI]), 2.38-2.28 (2H, m, C=OCH(CHH)2, 1.73-1.63 (2H, m, C=OCH(CHJ])2 C (126IVIFIz; CDC13) 175.7, 137.4, 128.5, 128.0, 127.2, 50.0, 48.0, 41.1, 33.2, 30.9; m/z (ES) 202.1222(M+W C13H16N0 requires 202.1232).
65.6% With lithium hexamethyldisilazane; In tetrahydrofuran; at -20℃; for 1.5h;Inert atmosphere; To a solution of 12-S5 (1.5 g, 4.56 mmol) in THF (45 mL) under an atmosphere of nitrogen was added LiHIVIDS (1 M solution in THF, 13.68 mL, 13.68 mmol) at -20 CC. The reaction mixture was stirred at -20 C for 1.5 hours under an atmosphere of nitrogen. The reaction mixture was quenched by addition of water5 and extracted with EtOAc (50 mL). The organic phase was washed with brine, dried with anhydrous Na2SO4, and concentrated. The remaining residue was purified by column chromatography on silica gel (eluted with PE/EtOAc = 8:1) to afford the title compound (600 mg, 65.5% yield) as a colorless oil. LC/MS (ESI) m/z: 202 (M+H)t
  • 6
  • [ 1352925-73-5 ]
  • 3-(((tert-butoxycarbonyl)amino)methyl)cyclobutanecarboxylic acid [ No CAS ]
  • 7
  • [ 1352925-73-5 ]
  • propyl 3-((3-(((tert-butoxycarbonyl)amino)methyl)cyclobutanecarboxamido)methyl)cyclobutanecarboxylate [ No CAS ]
  • 8
  • [ 1352925-73-5 ]
  • [ 1427319-44-5 ]
YieldReaction ConditionsOperation in experiment
94% With ammonia; lithium; In tetrahydrofuran; tert-butyl alcohol; at -78℃; Compound 7 (1.5 g, 7.45 mmol) was dissolved in anhydrous THF/tBuOH, 10:1(10 mL) and the mixture was added to a stirring liquid ammonia at -78 C. Metallic Li pellets were added slowly to the stirring solution until a constant blue/black colour was observed. The reaction was then quenched by the addition of solid ammonium chloride. After removal of the NH3, EtOAc (30 mL) and H20 (8 ml) were added. The organic layer was separated and the aqueous layer was extracted with EtOAc (3 x 15 mL). The organic layers were combined, dried over Mg504 and concentrated in vacuo. The crude oil was filtered through a short silica column (cyclohexane/EtOAc, 1:1) to give Compound 8(800mg, 94% yield) as a yellow oil. (Rf= 0.1, cyclohexane/EtOAc, 50:50). H (500 IVIFIz; CD3OD) 7.46-7.13 (1H, m, NH) 3.43 (2H, d, J= 2.0, NCH2), 2.8 1-2.71 (1H, m, NCH2CI]), 2.60 (1H, q, J=5.6 Hz, C=OCH), 2.48-2.37 (2H, m, C=OCH(CHH)2, 1.70-1.62 (2H, m, C=OCH(CHJ])2). C (126 IVIFIz; CD3OD) 181.5, 46.3, 42.0, 34.3, 31.4; m/z (EI+) 111.0684 (M+W C6H9NO requires 111.0684).
  • 9
  • [ 1352925-73-5 ]
  • cis-3-(aminomethyl)cyclobutanecarboxylic acid hydrochloride [ No CAS ]
  • 10
  • [ 1352925-73-5 ]
  • cis-3-(aminomethyl)cyclobutanecarboxylic acid hydrochloride [ No CAS ]
  • 11
  • [ 1352925-73-5 ]
  • N-(9-fluorenylmethoxycarbonyl)-cis-3-(aminomethyl)cyclobutane carboxylic acid [ No CAS ]
  • 12
  • [ 1352925-73-5 ]
  • 3-benzyl-3-azabicyclo[3.1.1]heptane [ No CAS ]
YieldReaction ConditionsOperation in experiment
53.7% With borane-THF; In tetrahydrofuran; at 0 - 20℃; for 3.0h;Inert atmosphere; To a solution of 12-S6 (600 mg,2.99 mmol) in THF (45 mL) under an atmosphere of nitrogen was added BH3•THF (1 M solutionin THF, 8.97 mL, 8.97 mmol) at 0 C. The reaction mixture was stirred at room temperature for 3 hours under an atmosphere of nitrogen. The reaction mixture was quenched with MeOH at 0 C and concentrated. The remaining residue was diluted with EtOH (4.5 mL) and water (0.5 mL) and then stirred at 100 C for 3 hours. The mixture was concentrated, diluted with EtOAc, and washedwith water and brine. The organic phase was dried over anhydrous Na2SO4 and concentrated to dryness. The remaining residue was purified by column chromatography on silica gel (eluted with DCM/MeOH = 50:1) to afford the title compound (300 mg, 53.7% yield) as a colorless oil. LC/MS (ESI) m/z: 188 (M+H).
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 1352925-73-5 ]

Aryls

Chemical Structure| 429639-61-2

A556249 [429639-61-2]

N-Benzyl-N-ethylpiperidine-4-carboxamide

Similarity: 0.98

Chemical Structure| 1187228-19-8

A591572 [1187228-19-8]

2-Benzyl-2,9-diazaspiro[5.5]undecan-1-one

Similarity: 0.98

Chemical Structure| 686255-79-8

A179139 [686255-79-8]

N-Benzyl-N-methylpiperidine-4-carboxamide

Similarity: 0.98

Chemical Structure| 73415-59-5

A155990 [73415-59-5]

N-Benzyl-N-methylpiperidine-4-carboxamide hydrochloride

Similarity: 0.96

Chemical Structure| 6308-67-4

A496133 [6308-67-4]

N-Benzyl-N-ethylpiperidine-4-carboxamide hydrochloride

Similarity: 0.96

Amides

Chemical Structure| 429639-61-2

A556249 [429639-61-2]

N-Benzyl-N-ethylpiperidine-4-carboxamide

Similarity: 0.98

Chemical Structure| 1187228-19-8

A591572 [1187228-19-8]

2-Benzyl-2,9-diazaspiro[5.5]undecan-1-one

Similarity: 0.98

Chemical Structure| 686255-79-8

A179139 [686255-79-8]

N-Benzyl-N-methylpiperidine-4-carboxamide

Similarity: 0.98

Chemical Structure| 73415-59-5

A155990 [73415-59-5]

N-Benzyl-N-methylpiperidine-4-carboxamide hydrochloride

Similarity: 0.96

Chemical Structure| 6308-67-4

A496133 [6308-67-4]

N-Benzyl-N-ethylpiperidine-4-carboxamide hydrochloride

Similarity: 0.96

Related Parent Nucleus of
[ 1352925-73-5 ]

Other Aromatic Heterocycles

Chemical Structure| 1187228-19-8

A591572 [1187228-19-8]

2-Benzyl-2,9-diazaspiro[5.5]undecan-1-one

Similarity: 0.98