3-((tert-Butyldimethylsilyl)oxy)-4-methoxybenzaldehyde → Methyl 1-(3-(tert-butyldimethylsilyloxy)-4-methoxybenzylamino)cyclopropanecarboxylate

HRID 1770605Notes

Reaction equation

HRID 1770605 reaction equation
[Si:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[CH:12]=O)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Cl.[NH2:20][C:21]1([C:24]([O:26][CH3:27])=[O:25])[CH2:23][CH2:22]1>>[Si:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[CH2:12][NH:20][C:21]1([C:24]([O:26][CH3:27])=[O:25])[CH2:23][CH2:22]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 3595583-((tert-Butyldimethylsilyl)oxy)-4-methoxybenzaldehydeHCID 12760695Methyl 1-aminocyclopropane-1-carboxylate hydrochloride

Product 1

HCID 59524368Methyl 1-(3-(tert-butyldimethylsilyloxy)-4-methoxybenzylamino)cyclopropanecarboxylateYield 79%

Procedure

Prepared as in Example 12-1b from 3-(tert-butyldimethylsilyloxy)-4-methoxybenzaldehyde (Example 12-2c) and methyl 1-aminocyclopropanecarboxylate hydrochloride. Yield 79%. MS 366 (MH+).

Sources & evidence

ORD record
ord-8027ab512a66408bbabb18daee216af9
Source dataset
uspto-grants-2016_02
Patent number
US09247759B2

Reaction notes

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