tert-butyl N-(2-oxoethyl)carbamate → HCID 88171756, compound

HRID 1356396Notes

Reaction equation

HRID 1356396 reaction equation
[C:1]([O:5][C:6](=[O:11])[NH:7][CH2:8][CH:9]=[O:10])([CH3:4])([CH3:3])[CH3:2].[F:12][C:13]([F:18])([F:17])[CH2:14][Mg]Br>>[CH3:3][C:1]([CH3:4])([O:5][C:6]([NH:7][CH2:8][CH:9]([OH:10])[CH2:14][C:13]([F:18])([F:17])[F:12])=[O:11])[CH3:2]

Participants

3

Reactant 2

HCID 4247255tert-butyl N-(2-oxoethyl)carbamateHCID 178506343HCID 178506343, compound

Product 1

HCID 88171756HCID 88171756, compound

Procedure

t-Butyl-N-(2-oxoethyl)carbamate is treated with 1,1,1-trifluoroethyl magnesium bromide to give (R/S)-1-[(1,1-dimethylethoxycarbonyl)]amino4,4,4-trifluoro-2-butanol. The procedures and methods used in this synthesis are the same as those listed in Example 3, except that (R/S)-1-[(1,1-dimethylethoxy)carbonyl]amino-4,4,4-trifluoro-2-butanol is used instead of (S)-1-[(benzyloxycarbonyl)amino]-2-propanol, to give the title compound.

Sources & evidence

ORD record
ord-72e42478f4cc4628b8e4687112a6fc95
Source dataset
uspto-grants-2003_07
Patent number
US06586474B2

Reaction notes

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