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[ CAS No. 107020-80-4 ]

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2D
Chemical Structure| 107020-80-4
Chemical Structure| 107020-80-4
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Quality Control of [ 107020-80-4 ]

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Related Doc. of [ 107020-80-4 ]

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Product Details of [ 107020-80-4 ]

CAS No. :107020-80-4MDL No. :MFCD11046379
Formula :C10H17NO3Boiling Point :428.641°C at 760 mmHg
Linear Structure Formula :-InChI Key :N/A
M.W :199.25Pubchem ID :9794212
Synonyms :

Computed Properties of [ 107020-80-4 ]

TPSA : 66.4 H-Bond Acceptor Count : 3
XLogP3 : 1.5 H-Bond Donor Count : 2
SP3 : 0.80 Rotatable Bond Count : 3

Safety of [ 107020-80-4 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 107020-80-4 ]

  • Upstream synthesis route of [ 107020-80-4 ]
  • Downstream synthetic route of [ 107020-80-4 ]

[ 107020-80-4 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 60-35-5 ]
  • [ 201230-82-2 ]
  • [ 2043-61-0 ]
  • [ 107020-80-4 ]
YieldReaction ConditionsOperation in experiment
96% With sulfuric acid; benzyltriethylammonium bromide In 1,4-dioxane at 120℃; for 15.00 h; That is, the palladium-supported crosslinked polymer (12.2 mg, 0.01 mmol), acetamide (59.1 mg, 1.0 mmol), BnEt3NBr (95.3 mg, 0.35 mmol) and cyclohexane carboxaldehyde (168 mg, 1.5 mmol) were mixed in a 0.05M sulfuric acid-dioxane solution (2 mL, 0.10 mmol). A reaction vessel was put in an autoclave, followed by stirring under a carbon monoxide atmosphere of 60 atm at 120°C for 15 hr. A reaction mixture was cooled to room temperature, followed by exhausting carbon monoxide and adding methanol (50 mL). After filtering to remove the catalyst, 2,6-xylenol that is an internal standard material was added to a filtrate, followed by analyzing by means of the HPLC to determine a yield (yield: 96percent). The leakage of palladium (Pd) from the catalyst was not at all observed in the fluorescent X-ray analysis (XRF). Furthermore, the reaction can isolate a targeted N-acyl-α-amino acid. That is, after the filtrate of the reaction was concentrated under reduced pressure, a residue was diluted with a saturated sodium hydrogen carbonate aqueous solution, followed by washing with chloroform and ethyl acetate. In the next place, after phosphoric acid was added to an aqueous phase to adjust the pH to 2, followed by extracting with ethyl acetate, organic phases were gathered, further followed by drying with anhydrous sodium sulfate. After the filtration, the solution was concentrated under reduced pressure and thereby a targeted N-acyl-α-amino acid was obtained (isolation yield: 100percent). On the other hand, a yield, when Et4NBr (35 mol percent) was used as a quaternary ammonium salt, was 72 percent and that when Bu4NBr (35 mol percent) was used was 98 percent. When acetonitrile was used as the solvent, though a very slight amount of palladium eluted off, the yield was quantitative. Similarly, various kinds of aldehyde compounds and amide compounds were reacted, and thereby N-acyl-α-amino acid could be synthesized with results below. [Show Image] [Table 1] entryR1 R2 yield (percent)b 1c-Hex Mequant (96)c,d 2c-Hex(CH2)4Me75c 3c-Hex Ph20c 4c-Hex NHMe20c,e 5PhCH2CH2 Me49c,f 6i-Pr Me 67 7t-Bu Me 55 8 Ph Me 78 9p-CF3C6H4 Me46g 10p-MeOC6H4 Me 38 11α-Naph Me58g 12β-Naph Me44h a Unless otherwise noted, the loading level of the palladium was 1.04 mmol/g. b Isolated yields. c Yield was determined by HPLC analysis. d The loading level of the palladium was 0.820 mmol/g. e The product was identified as 3. f The reaction mixture was stirred at rt for 6 h before introducing CO. g The loading level of the palladium was 0.629 mmol/g. h The reaction was performed for 24 h.
Reference: [1] Tetrahedron Letters, 1999, vol. 40, # 24, p. 4523 - 4526
[2] Patent: EP1731501, 2006, A1. Location in patent: Page/Page column 10-11
[3] Chemistry - A European Journal, 1998, vol. 4, # 5, p. 935 - 941
[4] Bulletin of the Chemical Society of Japan, 2006, vol. 79, # 5, p. 806 - 809
[5] Synlett, 2006, # 17, p. 2795 - 2798
[6] Chemistry Letters, 2008, vol. 37, # 12, p. 1292 - 1293
[7] Journal of Organometallic Chemistry, 2004, vol. 689, # 23, p. 3806 - 3809
  • 2
  • [ 60-35-5 ]
  • [ 201230-82-2 ]
  • [ 2043-61-0 ]
  • [ 14001-39-9 ]
  • [ 107020-80-4 ]
Reference: [1] Chemistry Letters, 2003, vol. 32, # 2, p. 160 - 161
[2] Chemistry Letters, 2003, vol. 32, # 2, p. 160 - 161
  • 3
  • [ 60-35-5 ]
  • [ 201230-82-2 ]
  • [ 110-83-8 ]
  • [ 107020-80-4 ]
Reference: [1] Journal of Organometallic Chemistry, 1991, vol. 417, # 1/2, p. 99 - 110
  • 4
  • [ 201230-82-2 ]
  • [ 75-05-8 ]
  • [ 2043-61-0 ]
  • [ 107020-80-4 ]
Reference: [1] Synlett, 1999, # 1, p. 108 - 110
  • 5
  • [ 5664-29-9 ]
  • [ 108-24-7 ]
  • [ 107020-80-4 ]
Reference: [1] Collection of Czechoslovak Chemical Communications, 1966, vol. 31, p. 4563 - 4580
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