4-Ethoxy-but-2-ynoic acid methyl ester → (S)-2-(4-Cyclohexyl-phenoxymethyl)-5-ethoxymethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one

HRID 237864Notes

Reaction equation

HRID 237864 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:22][C:23](=O)[C:24]#[C:25][CH2:26][O:27][CH2:28][CH3:29]>C(Cl)(Cl)Cl>[CH:1]1([C:7]2[CH:20]=[CH:19][C:10]([O:11][CH2:12][C@H:13]3[O:17][C:16]4=[N:18][C:23](=[O:22])[CH:24]=[C:25]([CH2:26][O:27][CH2:28][CH3:29])[N:15]4[CH2:14]3)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 645351684-Ethoxy-but-2-ynoic acid methyl esterHCID 66875140(S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine

Product 1

HCID 59252492(S)-2-(4-Cyclohexyl-phenoxymethyl)-5-ethoxymethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared from (S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine and 4-ethoxy-but-2-ynoic acid methyl ester employing the procedure described in Example 94. [α]D25 −9.80 (c 0.5, CHCl3).

Sources & evidence

ORD record
ord-b573336d1a924fdbb53c3555949847cf
Source dataset
uspto-grants-2014_02
Patent number
US08642603B2

Reaction notes

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