JEE Advanced · 2018 · 20 May 2018 · Paper 2 · Biomolecules

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The Fischer presentation of D-glucose is given below.

The correct structure(s) of -L-glucopyranose is (are)
  1. (A)(see structure)
  2. (B)(see structure)
  3. (C)(see structure)
  4. (D)(see structure)
    ✓ Correct

Answer: (D)

Solution

To obtain -L-glucopyranose from D-glucose: (1) Convert D-glucose to L-glucose by inverting the configuration at all chiral centers. (2) Form the pyranose ring with the anomeric OH in configuration (equatorial position). In -L-glucopyranose, the anomeric OH at C-1 is in the equatorial position (up), and all other substituents have configurations opposite to those in -D-glucopyranose. Option D shows the correct structure.

JEE Advanced · 2018 · 20 May 2018 · Paper 2 · One or more correct options

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