tert-Butyl 2,2-dimethyl-5-((4-octylphenylamino)methyl)-1,3-dioxan-5-ylcarbamate → HCID 46194885, compound

HRID 710381Notes

Reaction equation

HRID 710381 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:34]=[CH:35][CH:36]=1)[CH2:5][O:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH2:13][N:12]([CH2:17][C:18]1([NH:26]C(=O)OC(C)(C)C)[CH2:23][O:22]C(C)(C)[O:20][CH2:19]1)[CH2:11][CH2:10]2.CC1(C)OCC(NC(=O)OC(C)(C)C)(CNC2C=CC(CCCCCCCC)=CC=2)CO1>>[NH2:26][C:18]([CH2:17][N:12]1[CH2:11][CH2:10][C:9]2[C:14](=[CH:15][CH:16]=[C:7]([O:6][CH2:5][C:4]3[CH:34]=[CH:35][CH:36]=[C:2]([F:1])[CH:3]=3)[CH:8]=2)[CH2:13]1)([CH2:23][OH:22])[CH2:19][OH:20]

Participants

3

Reactant 2

HCID 66726563tert-Butyl 2,2-dimethyl-5-((4-octylphenylamino)methyl)-1,3-dioxan-5-ylcarbamateHCID 86661786HCID 86661786, compound

Product 1

HCID 46194885HCID 46194885, compoundYield 21%

Procedure

When the product of Step E was substituted for tert-butyl 2,2-dimethyl-5-((4-octylphenylamino)methyl)-1,3-dioxan-5-ylcarbamate in Example 1, Step B, the identical process afforded the title compound in 21% yield, as a creamy solid. 1H-NMR (CDCl3) 2.31 (broad s, 6H); 2.69 (s, 2H); 2.73 (tr, J=6.5 Hz); 2.86 (tr, J=6.5 Hz); 3.47 (s, 4H); 5.03 (5, 2H); 6.78-6.81 (m, 3H); 6.96-7.02 (m, 1H); 7.12-7.25 (m, 2H, +CDCl3); 7.31-7.36 (m, 1H).

Sources & evidence

ORD record
ord-7e11bc6ebb3744c0b58071c00307fe72
Source dataset
uspto-grants-2015_11
Patent number
US09181182B2

Reaction notes

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