Ethanol → HCID 118183914, compound

HRID 588119Notes

Reaction equation

HRID 588119 reaction equation
[OH:1][CH:2]([CH3:14])[C@@H:3]([NH:10][C:11]([NH2:13])=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(O)C>C(=O)=O>[OH:1][C@H:2]([CH3:14])[C@@H:3]([NH:10][C:11]([NH2:13])=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 118183915HCID 118183915, compound

Product 1

HCID 118183914HCID 118183914, compound

Reagents, catalysts & solvents 1

HCID 280Carbon DioxideSolvent

Procedure

The enantiomers of 1-((1S)-2-hydroxy-1-phenylpropyl)urea (2.86 g, 14.72 mmol) were separated by SFC (Thar 80, Column: Phenomenex Lux-4 21×250 (mm), UV wavelength: 220 nM, mobile phase: 25:75 Ethanol+0.25% dimethyl ethyl amine in CO2(l), flow rate: 70 mL/min, Run Time: 7.1 min). The fractions were collected and the solvent evaporated in vacuo to afford 1-((1S,2R)-2-hydroxy-1-phenylpropyl)urea (Intermediate 23B). MS: [M+H]+ m/z 195.

Workup

  1. customThe fractions were collected
  2. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-2897ef5dff9b4cf7871c1ef44a18e36f
Source dataset
uspto-grants-2016_01
Patent number
US09226922B2

Reaction notes

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