Tert-Butylamine → HCID 86761351, compound

HRID 1010888Notes

Reaction equation

HRID 1010888 reaction equation
[C:1]([O:5][C:6](=[O:19])[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][C:13]([C@H:16]2[CH2:18][O:17]2)=[CH:12][CH:11]=1)[CH3:9])([CH3:4])([CH3:3])[CH3:2].[C:20]([NH2:24])([CH3:23])([CH3:22])[CH3:21]>C(O)C>[C:20]([NH:24][CH2:18][C@H:16]([C:13]1[CH:14]=[CH:15][C:10]([C@@H:8]([NH:7][C:6](=[O:19])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH3:9])=[CH:11][CH:12]=1)[OH:17])([CH3:23])([CH3:22])[CH3:21]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 131729003HCID 131729003, compound

Product 1

HCID 86761351HCID 86761351, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

4.4 g of the compound [5-4] was dissolved in 40 mL of ethanol, 20 mL of tert-butylamine was added thereto, and the mixture was stirred for 3 days at 50° C. The reaction solution was concentrated, and the resulting residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=100/0-0/100), to obtain 3.1 g of tert-butyl ((1S)-1-{4-[(1S)-2-(tert-butylamino)-1-hydroxyethyl]phenyl}ethyl)carbamate [5-5] (hereinafter, referred to as the compound [5-5]) as a white solid.

Workup

  1. concentrationThe reaction solution was concentrated
  2. customthe resulting residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=100/0-0/100)

Sources & evidence

ORD record
ord-5fc10d0e087447f0a583942879412f66
Source dataset
uspto-grants-2011_07
Patent number
US07977336B2

Reaction notes

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