tert-Butanol → HCID 357719, compound

HRID 1039797Notes

Reaction equation

HRID 1039797 reaction equation
C[O:2][C:3](=O)[CH2:4][NH:5][C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7].[C:17]([OH:21])([CH3:20])([CH3:19])[CH3:18].C(OC(C)C)(C)C>[Zn]>[C:17]([O:21][C:3](=[O:2])[CH2:4][NH:5][C:6]([O:8][CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)=[O:7])([CH3:20])([CH3:19])[CH3:18]

Participants

5

Reactant 3

HCID 6386tert-ButanolHCID 7914Diisopropyl EtherHCID 71033Methyl N-benzyloxycarbonylglycinate

Product 1

HCID 357719HCID 357719, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

Under a nitrogen atmosphere, a mixture of carbobenzyloxyglycine methyl ester (3.0 mmol), t-butanol (3.6 mmol), the zinc cluster obtained in the above-described Example 5 (0.0375 mmol), and diisopropyl ether (5.0 ml) was refluxed for 18 hours. As a result, carbobenzyloxyglycine t-butyl ester was obtained in a yield of 91.8%.

Workup

  1. temperaturewas refluxed for 18 hours

Sources & evidence

ORD record
ord-bde939cf4c4c4476aa8293df1d55d431
Source dataset
uspto-grants-2013_10
Patent number
US08552204B2

Reaction notes

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