[ CAS No. 170097-67-3 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 170097-67-3
Chemical Structure| 170097-67-3
Structure of 170097-67-3

Quality Control of [ 170097-67-3 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 170097-67-3 ]

SDS

Product Details of [ 170097-67-3 ]

CAS No. :170097-67-3MDL No. :MFCD05861548
Formula :C15H19NO4Boiling Point :429.3°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :277.32Pubchem ID :-
Synonyms :

Computed Properties of [ 170097-67-3 ]

TPSA : 66.8 H-Bond Acceptor Count : 4
XLogP3 : 2.2 H-Bond Donor Count : 1
SP3 : 0.47 Rotatable Bond Count : 3

Safety of [ 170097-67-3 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 170097-67-3 ]

  • Upstream synthesis route of [ 170097-67-3 ]
  • Downstream synthetic route of [ 170097-67-3 ]

[ 170097-67-3 ] Synthesis Path-Upstream   1~11

  • 1
  • [ 170097-66-2 ]
  • [ 170097-67-3 ]
YieldReaction ConditionsOperation in experiment
93%
Stage #1: With methanol; sodium hydroxide; water In tetrahydrofuran at 70℃; for 1.00 h;
Step 2: 2-{[(1 , 1 -dimethylethyl)oxylcarbonyl}-1 ,2,3,4-tetrahvdro-6-isoquinolinecarboxylic acid; To a solution of the crude carbamate from Step 1 in MeOH/THF (1 :1 , 6 ml.) was added 1 N NaOH (1.97 ml_, 1.97 mmol). The reaction was heated to 7O0C for 1 hour. The reaction was cooled and the MeOH evacuated. The remaining aqueous solution was acidified to pH 4 with 1 N HCI. The resulting precipitate was vacuum filtered and dried to afford the desired product (0.34 g, 93percent) which was used without further purification. MS (ES+) m/e 222.0 [M-fBu]+
88% With methanol; lithium hydroxide In tetrahydrofuran at 10 - 35℃; for 2.00 h; 3N Aqueous lithium hydroxide solution (17.78 mL, 53.34 mmol) was added to a mixture of 2-tert-butyl 6-methyl 3,4-dihydroisoquinoline-2,6(1H)-dicarboxylate (2.59 g, 8.89 mmol) in MeOH (21 mL) and THF (21 mL) at room temperature, and the mixture was stirred at room temperature for 2 hr.
To the reaction mixture was added water, and the mixture was adjusted to pH 3 with 6N hydrochloric acid.
The mixture was extracted 3 times with ethyl acetate.
The organic layer was washed with water and brine, dried over magnesium sulfate, and the solvent was evaporated under reduced pressure.
The precipitate was collected by filtration with IPE/hexane to give 2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid (2.18 g, 7.86 mmol, 88percent) as a white powder.
1H NMR (300 MHz, CDCl3):δ 1.50(9H,s), 2.90(2H,t,J=5.7 Hz), 3.68(2H,t,J=5.9 Hz), 4.64(2H,s), 7.21(1H,d,J=7.6 Hz), 7.89-7.94(2H,m).
Reference: [1] Journal of Medicinal Chemistry, 2004, vol. 47, # 21, p. 5167 - 5182
[2] Patent: WO2009/49154, 2009, A1. Location in patent: Page/Page column 40
[3] Patent: EP3192791, 2017, A1. Location in patent: Paragraph 0596
[4] European Journal of Medicinal Chemistry, 2019, p. 317 - 333
[5] Patent: WO2006/114313, 2006, A1. Location in patent: Page/Page column 159
  • 2
  • [ 63905-73-7 ]
  • [ 170097-67-3 ]
Reference: [1] Journal of Medicinal Chemistry, 2004, vol. 47, # 21, p. 5167 - 5182
  • 3
  • [ 158984-83-9 ]
  • [ 170097-67-3 ]
Reference: [1] Journal of Medicinal Chemistry, 2004, vol. 47, # 21, p. 5167 - 5182
  • 4
  • [ 158984-84-0 ]
  • [ 170097-67-3 ]
Reference: [1] Journal of Medicinal Chemistry, 2004, vol. 47, # 21, p. 5167 - 5182
  • 5
  • [ 34784-05-9 ]
  • [ 170097-67-3 ]
Reference: [1] Patent: EP3192791, 2017, A1
[2] European Journal of Medicinal Chemistry, 2019, p. 317 - 333
  • 6
  • [ 226942-29-6 ]
  • [ 170097-67-3 ]
Reference: [1] Patent: EP3192791, 2017, A1
  • 7
  • [ 893566-74-0 ]
  • [ 170097-67-3 ]
Reference: [1] Patent: EP3192791, 2017, A1
  • 8
  • [ 185057-00-5 ]
  • [ 170097-67-3 ]
Reference: [1] European Journal of Medicinal Chemistry, 2019, p. 317 - 333
  • 9
  • [ 106778-42-1 ]
  • [ 170097-67-3 ]
Reference: [1] European Journal of Medicinal Chemistry, 2019, p. 317 - 333
  • 10
  • [ 173089-82-2 ]
  • [ 170097-67-3 ]
Reference: [1] European Journal of Medicinal Chemistry, 2019, p. 317 - 333
  • 11
  • [ 877861-62-6 ]
  • [ 24424-99-5 ]
  • [ 170097-67-3 ]
Reference: [1] Patent: WO2006/114313, 2006, A1
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