Sodium borohydride → HCID 11856284, compound

HRID 2371115Notes

Reaction equation

HRID 2371115 reaction equation
[C:1]1([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH:9]([OH:31])[CH:10]([CH2:18][CH2:19][N:20]2[C:28](=O)[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]2[OH:30])[C:11]([O:13]C(C)(C)C)=[O:12])=[CH:3][CH:2]=1.[BH4-].[Na+]>>[C:1]1([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH:9]([OH:31])[CH:10]([CH2:18][CH2:19][N:20]2[CH2:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:21]2=[O:30])[C:11]([OH:13])=[O:12])=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 69247048HCID 69247048, compound

Product 1

HCID 11856284HCID 11856284, compound

Procedure

To a solution of the compound (160 mg) obtained from Step 2 above in trifluororacetic acid (2 ml) at room temperature was added sodium borohydride (36 mg) and stirred for 1 h. The volatiles were evaporated under reduced pressure and the residue purified by preparative TLC using 10% methanol-DCM as the mobile phase (100 mg).

Workup

  1. customThe volatiles were evaporated under reduced pressure
  2. customthe residue purified by preparative TLC

Sources & evidence

ORD record
ord-8160297026cd4803b882eb65af6ca0df
Source dataset
uspto-grants-2014_04
Patent number
US08710261B2

Reaction notes

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