Sodium borohydride → HCID 22351101, compound

HRID 896489Notes

Reaction equation

HRID 896489 reaction equation
[C:1]([C:9]1[CH:37]=[CH:36][C:12]2[N:13]([CH2:17][CH2:18][O:19][C:20]3[CH:35]=[CH:34][C:23]([CH2:24][CH:25]([C:30]([O:32][CH3:33])=[O:31])[C:26]([O:28][CH3:29])=[O:27])=[CH:22][CH:21]=3)[C:14](=[O:16])[O:15][C:11]=2[CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[OH:8][CH:1]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:9]1[CH:37]=[CH:36][C:12]2[N:13]([CH2:17][CH2:18][O:19][C:20]3[CH:35]=[CH:34][C:23]([CH2:24][CH:25]([C:26]([O:28][CH3:29])=[O:27])[C:30]([O:32][CH3:33])=[O:31])=[CH:22][CH:21]=3)[C:14](=[O:16])[O:15][C:11]=2[CH:10]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 10300775HCID 10300775, compound

Product 1

HCID 22351101HCID 22351101, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound obtained in Example 21 is dissolved in methanol and 0.25 equivalents of sodium borohydride are added. The reaction mixture is stirred at ambient temperature for 24 hours, then the methanol is evaporated off in vacuo and the resulting residue is purified by flash chromatography using an ethyl acetate/cyclohexane mixture as eluant. The title compound obtained in that way is recrystallised from isopropyl ether.

Workup

  1. customthe methanol is evaporated off in vacuo
  2. customthe resulting residue is purified by flash chromatography

Sources & evidence

ORD record
ord-2545f015f2f943dca63269761e4fad3d
Source dataset
uspto-grants-2005_07
Patent number
US06919362B2

Reaction notes

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