2-Chloroadenosine → HCID 15036645, compound

HRID 1087016Notes

Reaction equation

Cl[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].[NH2:21][CH2:22][CH2:23][CH:24]1[CH2:29][CH2:28][CH:27]([CH2:30][CH2:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:26][CH2:25]1>>[C:35]([O:34][C:32]([CH2:31][CH2:30][CH:27]1[CH2:26][CH2:25][CH:24]([CH2:23][CH2:22][NH:21][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])[CH2:29][CH2:28]1)=[O:33])([CH3:37])([CH3:38])[CH3:36]

Participants

Reactant 2

HCID 89742-Chloroadenosine

HCID 15036644HCID 15036644, compound

Product 1

HCID 15036645HCID 15036645, compound

Procedure

The reaction of 2-chloroadenosine with t-butyl 3-[4-(2-aminoethyl)-cyclohexyl]-propionate according to the procedure described in Example 14 yields 2-{2-[4-(2-t-butyoxycarbonyl-ethyl)-cyclohexyl] -ethylamino}-adenosine, [alpha]D25 =-22.3° in methanol, m.p. 118°-122°.

Sources & evidence

ORD record: ord-45c12d1c85e74a35827aa93c10c0c189
Source dataset: uspto-grants-1991_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05034381

Reaction notes

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