HCID 58464112, compound → HCID 58464167, compound

HRID 1917549Notes

Reaction equation

HRID 1917549 reaction equation
[C:1]([Si:5]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[O:6][CH:7]([CH2:12][N:13](CC1C=CC=CC=1)CC1C=CC=CC=1)[C:8]([CH3:11])([OH:10])[CH3:9])([CH3:4])([CH3:3])[CH3:2]>CCO.[OH-].[OH-].[Pd+2]>[NH2:13][CH2:12][CH:7]([O:6][Si:5]([C:1]([CH3:4])([CH3:3])[CH3:2])([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[C:8]([CH3:11])([OH:10])[CH3:9]

Participants

4

Reactant 1

HCID 58464112HCID 58464112, compound

Product 1

HCID 58464167HCID 58464167, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

(RS)-3-(tert-Butyl-diphenyl-silanyloxy)-4-dibenzylamino-2-methyl-butan-2-ol (Example 95, step 2) was hydrogenated in EtOH with Pd(OH)2 for 16 hours at 60° C. The desired (RS)-4-amino-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butan-2-ol (4.2 g, 92% yield) was obtained as a colorless oil, MS: m/e=358.2 (M+H+) and used in the next step without further purification.

Sources & evidence

ORD record
ord-d81a159633bc46689baff1a0c9e535a7
Source dataset
uspto-grants-2013_12
Patent number
US08618296B2

Reaction notes

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