Sodium borohydride → HCID 53993586, compound

HRID 2400201Notes

Reaction equation

HRID 2400201 reaction equation
[CH3:1][O:2][C:3](=[O:40])[CH2:4][CH2:5][S:6][CH:7]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][O:27][C:28]2[CH:33]=[CH:32][C:31]([C:34](=[O:39])[C:35]([F:38])([F:37])[F:36])=[CH:30][CH:29]=2)=[CH:19][CH:18]=1)[CH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[BH4-].[Na+]>CO>[CH3:1][O:2][C:3](=[O:40])[CH2:4][CH2:5][S:6][CH:7]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][O:27][C:28]2[CH:33]=[CH:32][C:31]([CH:34]([OH:39])[C:35]([F:36])([F:37])[F:38])=[CH:30][CH:29]=2)=[CH:19][CH:18]=1)[CH2:8][CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 67780360HCID 67780360, compound

Product 1

HCID 53993586HCID 53993586, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product from Step 5 of Example 7 (150 mg) was dissolved in 20 mL of MeOH, and treated with 15 mg of NaBH4 at 0° C. After 10 min. the mixture was quenched with 10 mL of sat. NH4Cl, and extracted with 50 mL of EtOAc. The extract was dried over NaSO4 and concentrated to give 150 mg of the title compound.

Workup

  1. customAfter 10 min. the mixture was quenched with 10 mL of sat. NH4Cl
  2. extractionextracted with 50 mL of EtOAc
  3. dry with materialThe extract was dried over NaSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f0306e11a0834bff9f81161711e16491
Source dataset
uspto-grants-1995_09
Patent number
US05453443

Reaction notes

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