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Chemical Structure| 205122-64-1 Chemical Structure| 205122-64-1

Structure of 205122-64-1

Chemical Structure| 205122-64-1

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Product Details of [ 205122-64-1 ]

CAS No. :205122-64-1
Formula : C10H13NO3
M.W : 195.22
SMILES Code : O=C(NCC1=CC=CC=C1)[C@@H](O)CO
MDL No. :MFCD27991473

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Application In Synthesis of [ 205122-64-1 ]

* 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 [ 205122-64-1 ]

[ 205122-64-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 13304-62-6 ]
  • [ 205122-64-1 ]
YieldReaction ConditionsOperation in experiment
80% With methanesulfonamide; AD-mix-beta; In water; tert-butyl alcohol; at 0℃; for 48h; To a 250-mL round-bottomed flask were added t-BuOH (40 mL), H2O (40 mL), and AD-mix-beta (10 g, 1.4 g/mmol), and MsNH2 (0.68 g, 0.09 g/mmol). The mixture was stirred at r.t. for ~15 min, and then cooled to 0 C. To this cooled solution was added 4 (1.4 g, 7.1mmol) and the mixture was stirred for 48 h at 0 C. The mixture was quenched with solid Na2SO3 (10.7 g) at r.t. The mixture was diluted with EtOAc (50 mL) and, after separation of the layers, the aqueous layer was further extracted with EtOAc (2 × 25 mL). The combined organic layers were washed with brine (50 mL) and dried (anhyd Na2SO4). After evaporation of the solvent, the residue was purified by column chromatography (silica gel, EtOAc-hexane, 6:4) to give 5 (1.35 g, 80%) as a white solid; mp 81-82 C (Lit.3g 83-84 C);93% ee [chiral HPLC analysis: (Chiralcel OD-H, 0.46 nm i.d. × 25cm, n-hexane-i-PrOH, 9:1; flow rate 0.5 mL/min; UV detector: 254nm): tR = 6.08 (minor, R-isomer), 8.31 min (major, S-isomer)].
 

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