(S)-(+)-1-Aminopropan-2-ol → HCID 24772742, compound

HRID 1015607Notes

Reaction equation

[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[C:3]=1[C:4]([NH:6][C:7]1[S:18][C:10]2[C:11]([CH3:17])([CH3:16])[O:12][C:13]([CH3:15])([CH3:14])[C:9]=2[C:8]=1[C:19]([OH:21])=O)=[O:5].[OH:30][C@@H:31]([CH3:34])[CH2:32][NH2:33]>>[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:28])([F:29])[F:27])[C:3]=1[C:4]([NH:6][C:7]1[S:18][C:10]2[C:11]([CH3:16])([CH3:17])[O:12][C:13]([CH3:15])([CH3:14])[C:9]=2[C:8]=1[C:19]([NH:33][CH2:32][C@@H:31]([OH:30])[CH3:34])=[O:21])=[O:5]

Participants

Reactant 2

HCID 7311736(S)-(+)-1-Aminopropan-2-ol

HCID 67300640HCID 67300640, compound

Product 1

HCID 24772742HCID 24772742, compound

Procedure

The title compound was prepared from the product of Example 45A and commercially available (S)-2-hydroxypropylamine using the procedure described for Example 2B. 1H NMR (DMSO-d6, 300 MHz) δ 1.01 (d, J=6.1 Hz, 3H), 1.48 (s, 6H), 1.46 (s, 6H), 3.07-3.20 (m, 2H), 3.65-3.73 (m, 1H), 4.68 (d, J=4.4 Hz, 1H), 7.68-7.81 (m, 4H), 11.60 (br s, 1H). MS (ESI+) m/z 489 (M+H)+. Anal. calcd. for C22H24F4N2O4S: C, 54.09; H, 4.95; N, 5.73. Found: C, 53.91; H, 4.89; N, 5.38.

Sources & evidence

ORD record: ord-ef8066cdf48a4986b99d9fc41845530c
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07985768B2

Reaction notes

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