tert-Butyl 2,2-dimethyl-5-((4-octylphenylamino)methyl)-1,3-dioxan-5-ylcarbamate → HCID 46195170, compound

HRID 710390Notes

Reaction equation

HRID 710390 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:19]=[C:20]4[C:24](=[CH:25][CH:26]=3)[N:23]([CH2:27][C:28]3([NH:36]C(=O)OC(C)(C)C)[CH2:33][O:32]C(C)(C)[O:30][CH2:29]3)[CH2:22][CH2:21]4)[N:14]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH3:12])[CH3:2].CC1(C)OCC(NC(=O)OC(C)(C)C)(CNC2C=CC(CCCCCCCC)=CC=2)CO1>>[NH2:36][C:28]([CH2:27][N:23]1[C:24]2[C:20](=[CH:19][C:18]([C:15]3[N:14]=[C:13]([C:6]4[CH:7]=[CH:8][C:9]([O:10][CH2:11][CH3:12])=[C:4]([O:3][CH2:1][CH3:2])[CH:5]=4)[O:17][N:16]=3)=[CH:26][CH:25]=2)[CH2:21][CH2:22]1)([CH2:29][OH:30])[CH2:33][OH:32]

Participants

3

Reactant 2

HCID 66726563tert-Butyl 2,2-dimethyl-5-((4-octylphenylamino)methyl)-1,3-dioxan-5-ylcarbamateHCID 86661790HCID 86661790, compound

Product 1

HCID 46195170HCID 46195170, compoundYield 80%

Procedure

When the product of Step C 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 80% yield, as a creamy solid. 1H-NMR (DMSO-d6) 1.35 (m, 6H); 3.0 (tr, 2H, J=8.2 Hz); 3.17-3.29 (m, 2H+H2O); 3.42 (s, 2H); 3.55 (tr, 2H, J=8.2 Hz); 3.97 (s, 4H); 4.14 (m, 4H); 5.06 (broad s, 2H); 6.71 (d, 1H, J=8.4 Hz); 7.56 (m, 1H); 7.6-8.3 (m, 3H).

Sources & evidence

ORD record
ord-c19bd240300e4a4a94a6898167ffee32
Source dataset
uspto-grants-2015_11
Patent number
US09181182B2

Reaction notes

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