Sodium Chloride → HCID 54398171, compound

HRID 486725Notes

Reaction equation

HRID 486725 reaction equation
[C:1]([O:5][C:6]([C@@H:8]1[S:12][C@@H:11]([CH2:13][CH:14]=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+].[Cl-].[Na+]>C(O)C>[C:1]([O:5][C:6]([C@@H:8]1[S:12][C@@H:11]([CH2:13][CH2:14][OH:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 4311764Sodium borohydrideHCID 54507842trans-5-Tert-butoxycarbonyl-2-formylmethyltetrahydrothiophene

Product 1

HCID 54398171HCID 54398171, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of trans-5-tert-butoxycarbonyl-2-formylmethyltetrahydrothiophene (1.2 g) in ethanol, sodium borohydride (0.3 g) is added under ice-cooling and the mixture is stirred for 1 hour. Saturated sodium chloride solution is added to the mixture under ice-cooling and extracted with ethyl acetate. The organic layer is dried over anhydrous sodium sulfate and concentrated in vacuo. The oily residue is purified by a silica gel column chromatography to give the titled compound (compound No. 3-1).

Workup

  1. temperaturecooling
  2. temperaturecooling
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer is dried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe oily residue is purified by a silica gel column chromatography

Sources & evidence

ORD record
ord-2f12a5673d2648dd803500c0887e07a6
Source dataset
uspto-grants-1994_03
Patent number
US05292767

Reaction notes

Loading…