Sodium borohydride → HCID 22170798, compound

HRID 1822884Notes

Reaction equation

HRID 1822884 reaction equation
[BH4-].[Na+].[CH2:3]([O:10][C:11]([NH:13][C:14]1[S:15][C:16]([CH:19]=[O:20])=[CH:17][N:18]=1)=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO>[OH:20][CH2:19][C:16]1[S:15][C:14]([NH:13][C:11]([O:10][CH2:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)=[O:12])=[N:18][CH:17]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 22170759Carbamic acid, (5-formyl-2-thiazolyl)-, phenylmethyl ester

Product 1

HCID 22170798HCID 22170798, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

530 mg (14 mmol) of sodium borohydride were added in small portions to a stirred solution of 7 g (27 mmol) of 2-benzyloxycarbonylamino-5-formyl-1,3-thiazole in 80 ml of methanol at room temperature. The reaction went on for 2 hours. After evaporation of the solvent the residue was purified by chromatography (cyclohexane-ethylacetate) to give 5.05 g (71% yield) of the title compound.

Workup

  1. customwent on for 2 hours
  2. customAfter evaporation of the solvent the residue
  3. customwas purified by chromatography (cyclohexane-ethylacetate)

Sources & evidence

ORD record
ord-5b4cdfb7bc194704b9f2c8be00292658
Source dataset
uspto-grants-2006_05
Patent number
US07037929B1

Reaction notes

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