ethyl 3-cyclohexylprop-2-ynoate → HCID 59252488, compound

HRID 237839Notes

Reaction equation

HRID 237839 reaction equation
[CH:1]1([C:7]2[CH:20]=[CH:19][C:10]([O:11][CH2:12][C@H:13]3[O:17][C:16]([NH2:18])=[N:15][CH2:14]3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C([O:23][C:24](=O)[C:25]#[C:26][CH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1)C>CS(C)=O>[CH:27]1([C:26]2[N:15]3[CH2:14][C@@H:13]([CH2:12][O:11][C:10]4[CH:19]=[CH:20][C:7]([CH:1]5[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]5)=[CH:8][CH:9]=4)[O:17][C:16]3=[N:18][C:24](=[O:23])[CH:25]=2)[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1

Participants

4

Reactant 2

HCID 316633ethyl 3-cyclohexylprop-2-ynoateHCID 66875140(S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine

Product 1

HCID 59252488HCID 59252488, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared from (S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine and cyclohexyl-propynoic acid ethyl ester (see Example 103) employing the procedure described in Example 100. [α]D25 +17.80 (c 0.5, DMSO)

Sources & evidence

ORD record
ord-287eb5caada947d5b627140bf2b53e50
Source dataset
uspto-grants-2014_02
Patent number
US08642603B2

Reaction notes

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