2-Amino-1-butanol, (-)- → HCID 66702005, compound

HRID 729660Notes

Reaction equation

HRID 729660 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([S:14]([N:17]([C:26]2[CH:31]=[C:30](Cl)[N:29]=[C:28]([S:33][CH2:34][C:35]3[CH:40]=[CH:39][CH:38]=[C:37]([Cl:41])[C:36]=3[F:42])[N:27]=2)[CH2:18][O:19][CH2:20][CH2:21][Si:22]([CH3:25])([CH3:24])[CH3:23])(=[O:16])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:43][C@H:44]([CH2:47][CH3:48])[CH2:45][OH:46]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([S:14]([N:17]([C:26]2[CH:31]=[C:30]([NH:43][C@@H:44]([CH2:45][OH:46])[CH2:47][CH3:48])[N:29]=[C:28]([S:33][CH2:34][C:35]3[CH:40]=[CH:39][CH:38]=[C:37]([Cl:41])[C:36]=3[F:42])[N:27]=2)[CH2:18][O:19][CH2:20][CH2:21][Si:22]([CH3:25])([CH3:23])[CH3:24])(=[O:15])=[O:16])[CH2:10][CH2:9]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 27238562-Amino-1-butanol, (-)-HCID 86602818HCID 86602818, compound

Product 1

HCID 66702005HCID 66702005, compound

Conditions

Temperature
80 °C

Procedure

The subtitle product of step i) (0.60 g) was diluted in (2R)-2-aminobutan-1-ol (2 ml) and heated at 80° C. for 18 h. The subtitle compound was recovered as a colourless oil by flash column chromatography (EtOAc/iso-hexane mixtures). Yield: 0.40 g.

Workup

  1. customThe subtitle compound was recovered as a colourless oil by flash column chromatography (EtOAc/iso-hexane mixtures)

Sources & evidence

ORD record
ord-127d1bbc43a745f98c8133bf492faa81
Source dataset
uspto-grants-2009_09
Patent number
US07582644B2

Reaction notes

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