1-Ethynylcyclohexanol → HCID 15172931, compound

HRID 2082283Notes

Reaction equation

I[C:2]1[N:3]=[C:4]([NH2:20])[C:5]2[N:6]=[CH:7][N:8]([C:18]=2[N:19]=1)[C@@H:9]1[O:17][C@H:14]([CH2:15][OH:16])[C@@H:12]([OH:13])[C@H:10]1[OH:11].C1(C#C)CCCCC1.[C:29]([C:31]1([OH:37])[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1)#[CH:30]>>[OH:37][C:31]1([C:29]#[C:30][C:2]2[N:3]=[C:4]([NH2:20])[C:5]3[N:6]=[CH:7][N:8]([C:18]=3[N:19]=2)[C@@H:9]2[O:17][C@H:14]([CH2:15][OH:16])[C@@H:12]([OH:13])[C@H:10]2[OH:11])[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1

Participants

Reactant 3

HCID 65251-Ethynylcyclohexanol

HCID 70263Ethynylcyclohexane

HCID 1696622-Iodoadenosine

Product 1

HCID 15172931HCID 15172931, compoundYield 79%

Procedure

The procedure of Example 1 was repeated except that 1.14 g (2.9 mmol) of 2-iodoadenosine was used as the starting compound, that the cyclohexylacetylene was replaced by 1-ethynyl-1-cyclohexanol, and that the reaction was carried out at a temperature of 100° C. for one hour, respectively, whereby 0.91 g (2.3 mmol) of crystalline 2-[(1-hydroxycyclohexane-1-yl)ethynyl]adenosine was obtained (yield: 79%).

Sources & evidence

ORD record: ord-86dce0ae6ea04b2c9a12325e501045fc
Source dataset: uspto-grants-1993_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05189027

Reaction notes

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