1-Ethynyl-3-methylcyclohexan-1-ol → HCID 67280272, compound

Participants

Role	Name	HCID	Charge
Reactant	1-Ethynyl-3-methylcyclohexan-1-ol	HCID 233917	—
Reactant	(2S,3R,5R)-5-(6-Amino-2-iodo-9H-purin-9-yl)-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide	HCID 45039581	—
Product	HCID 67280272	HCID 67280272	—

Reaction Steps

The reaction of 1-Ethynyl-3-methyl-cyclohexanol (JR3149B) (100 mg, 0.72 mmol) with 2-iodo-NECA (25 mg, 0.06 mmol) under the general coupling conditions gave JR3179 (15.0 mg, 59%) as a white solid after purification by a silica plug and RP-HPLC. 1H NMR (CD3OD-d4) δ 8.49 (s, 1H), 6.06 (d, J=6.9 Hz, 1H), 4.75 (dd, J=6.4 Hz, J=4.9 Hz, 1H), 4.46 (d, J=1.9 Hz, 1H), 4.34 (dd, J=4.9 Hz, J=2.1 Hz, 1H), 3.42 (m, 2H), 2.09 (d, J=12.3 Hz, 2H), 1.73 (m, 4H), 1.46 (m, 1H), 1.23 (m, 1H), 1.169 (t, J=7.1 Hz, 3H), 0.95 (d, J=6.2 Hz, 3H), 0.89 (m, 1H). 13C NMR (CD3OD-d4) δ. APCI m/z (rel intensity) 445.3 (MH+, 100), 427.4(40), 254.4(4).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07214665B2
Source dataset	uspto-grants-2007_05
ORD ID	ord-6f0183d23f6f4d61b5c720d31b7fc825
Source note	uspto-grants-2007_05