Sodium borohydride → HCID 20692754, compound

HRID 379976Notes

Reaction equation

HRID 379976 reaction equation
C([O:3][C:4](=O)[C@@H:5]([O:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([Br:18])[CH:14]=2)[CH:9]=1)[CH3:6])C.[BH4-].[Na+]>C(O)C>[Br:18][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([O:7][C@@H:5]([CH3:6])[CH2:4][OH:3])[CH:17]=[CH:16]2

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 57054525HCID 57054525, compound

Product 1

HCID 20692754HCID 20692754, compoundYield 96.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared according to the method described in Example 4b) from (2S)-2-(6-bromonaphthalen-2-yloxy)-propionic acid ethyl ester (12.45 g, Example 10a)) and sodium borohydride (1.6 g) in ethanol (150 ml). The crude material was purified by column chromatography over silica eluting with ethanol:dichloromethane (1:99) to give the sub-title compound as a solid (10.5 g).

Workup

  1. customPrepared
  2. customThe crude material was purified by column chromatography over silica eluting with ethanol:dichloromethane (1:99)

Sources & evidence

ORD record
ord-ba7e30bc5ab34cb6a0d52ac191362028
Source dataset
uspto-grants-2001_10
Patent number
US06300352B1

Reaction notes

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