t-Butyl (R)-1-hydroxy-1-(3-methoxy-4-(methylthio)phenyl)propan-2-ylcarbamate → HCID 66812852, compound

HRID 13225Notes

Reaction equation

HRID 13225 reaction equation
[OH:1][C@H:2]([C:13]1[CH:18]=[CH:17][C:16]([S:19][CH3:20])=[C:15]([O:21][CH3:22])[CH:14]=1)[CH:3]([NH:5]C(=O)OC(C)(C)C)[CH3:4]>C(OCC)(=O)C>[NH2:5][C@H:3]([CH3:4])[C@@H:2]([C:13]1[CH:18]=[CH:17][C:16]([S:19][CH3:20])=[C:15]([O:21][CH3:22])[CH:14]=1)[OH:1]

Participants

3

Reactant 1

HCID 86623011t-Butyl (R)-1-hydroxy-1-(3-methoxy-4-(methylthio)phenyl)propan-2-ylcarbamate

Product 1

HCID 66812852HCID 66812852, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
60 °C

Procedure

t-Butyl (R)-1-hydroxy-1-(3-methoxy-4-(methylthio)phenyl)propan-2-ylcarbamate (308c, 44 μg, 130 μmol) was dissolved in a solution of HC in ethyl acetate (1M, 5 mL) and stirred at 60° C. for 2 h. The solvent was evaporated, and the diastereomers were separated by HPLC (XBridge column). The subtitle compound is the first eluted product, 17 mg (55%).

Workup

  1. customThe solvent was evaporated
  2. customthe diastereomers were separated by HPLC (XBridge column)

Sources & evidence

ORD record
ord-763b9194fd804b829a1dc772f17f5c7c
Source dataset
uspto-grants-2010_06
Patent number
US07728030B2

Reaction notes

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