Toluene → HCID 178445929, compound

HRID 1009244Notes

Reaction equation

HRID 1009244 reaction equation
C1(C)C=CC=CC=1.[Si:8]([O:15][CH2:16][C@@H:17]([NH2:22])[CH2:18][CH:19]([CH3:21])[CH3:20])([C:11]([CH3:14])([CH3:13])[CH3:12])([CH3:10])[CH3:9].CO[CH:25](O)[C:26]([F:29])([F:28])[F:27]>O>[Si:8]([O:15][CH2:16][C@@H:17](/[N:22]=[CH:25]/[C:26]([F:29])([F:28])[F:27])[CH2:18][CH:19]([CH3:20])[CH3:21])([C:11]([CH3:14])([CH3:13])[CH3:12])([CH3:10])[CH3:9]

Participants

5

Reactant 3

HCID 1140TolueneHCID 98922,2,2-Trifluoro-1-methoxyethanolHCID 11345273{[(2S)-2-amino-4-methylpentyl]oxy}(tert-butyl)dimethylsilane

Product 1

HCID 178445929HCID 178445929, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A toluene (300 mL) solution of (2S)-1-{[tert-butyl(dimethyl)silyl]oxy}-4-methylpentan-2-amine from Step 1 (50 g) and trifluoroacetaldehyde methyl hemiacetal (35 mL) was heated to reflux for 16 hours during which time water was collected in a Dean-Stark trap. The solvent was evaporated in vacuum and the residue was purified on SiO2 using hexanes and ethyl acetate (9:1) as eluant to yield the title compound.

Workup

  1. customwas collected in a Dean-Stark trap
  2. customThe solvent was evaporated in vacuum
  3. customthe residue was purified on SiO2

Sources & evidence

ORD record
ord-61bbd6f948964585916bdd30a4657c00
Source dataset
uspto-grants-2011_07
Patent number
US07973037B2

Reaction notes

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