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Chemical Structure| 1110772-04-7 Chemical Structure| 1110772-04-7

Structure of 1110772-04-7

Chemical Structure| 1110772-04-7

(1S,3R)-3-Aminocyclohexanol

CAS No.: 1110772-04-7

4.5 *For Research Use Only !

Cat. No.: A727425 Purity: 98+%

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Product Details of [ 1110772-04-7 ]

CAS No. :1110772-04-7
Formula : C6H13NO
M.W : 115.17
SMILES Code : O[C@@H]1C[C@H](N)CCC1
MDL No. :MFCD19237876
InChI Key :NIQIPYGXPZUDDP-RITPCOANSA-N
Pubchem ID :25630532

Safety of [ 1110772-04-7 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314-H317-H410
Precautionary Statements:P264-P270-P271-P272-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501
Class:9
UN#:3077
Packing Group:

Application In Synthesis of [ 1110772-04-7 ]

* 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 [ 1110772-04-7 ]

[ 1110772-04-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 3177-20-6 ]
  • [ 1110772-04-7 ]
  • [ 1403864-38-9 ]
YieldReaction ConditionsOperation in experiment
67% With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -78℃; for 1h; To a stirring solution of <strong>[3177-20-6]methyl 2,4-dichloropyrimidine-5-carboxylate</strong> (4.00 g, 19.32 mmol) in THF (85 mL) was added DIEA (3.37 mL, 19.32 mmol). The resulting mixture was cooled to -78 °C in a dry ice/acetone bath. A solution of (lS,3R)-3- aminocyclohexanol (2.448 g, 21.25 mmol; prepared as described in Tetrahedron:Asymmetry 15:2051-2056(2004)) in 40 mL THF was added at such a rate that the temperature remained at -78 °C. The resulting mixture was stirred at -78 °C for 1 h. The reaction mixture was then concentrated to dryness and diluted with 200 mL ethyl acetate and 75 mL of a 1 : 1 mixture of water and an aqueous saturated sodium bicarbonate solution. The layers were separated and the aqueous layer back-extracted with 100 mL ethyl acetate. The combined ethyl acetate layers were washed with 50 mL of a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and concentrated to an oil that solidified upon standing. The solid was triturated with diethyl ether (5 mL), filtered, rinsed with diethyl ether (5 mL) and dried in vacuo to afford methyl 2-chloro-4-((lR,3S)-3-hydroxycyclohexylamino)pyrimidine-5-carboxylate (3.7 g, 12.95 mmol, 67percent yield) that was used without further purification. MS (ESI) m/z 286.0 [M+l]+.
 

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