ChemicalBook CAS DataBase List 2-Amino-1,9-dihydro-9-[(1S,3R,4S)-4-(benzyloxy)-3-(benzyloxymethyl)-2-methylenecyclopentyl]-6H-purin-6-one

2-Amino-1,9-dihydro-9-[(1S,3R,4S)-4-(benzyloxy)-3-(benzyloxymethyl)-2-methylenecyclopentyl]-6H-purin-6-one synthesis

10synthesis methods

Product Name:2-Amino-1,9-dihydro-9-[(1S,3R,4S)-4-(benzyloxy)-3-(benzyloxymethyl)-2-methylenecyclopentyl]-6H-purin-6-one
CAS Number:142217-81-0
Molecular formula:C26H27N5O3
Molecular Weight:457.52

3587-60-8 Synthesis

3587-60-8
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2-Amino-1,9-dihydro-9-[(1S,3R,4S)-4-(benzyloxy)-3-(benzyloxymethyl)-2-methylenecyclopentyl]-6H-purin-6-one

142217-81-0
216 suppliers
$43.00/100mg

Yield:-

Steps:

Multi-step reaction with 9 steps
1: tetrahydrofuran / -78 - -65 °C
2: 1.) diisopinylcampheylborane (prepared from (+)-α-pinene), 2.) aq. NaOH, H2O2 / 1.) THF, -65 to -78 deg C
3: VO(acac)2, t-BuOOH / CH₂Cl₂
4: NaH, Bu₄NI / dimethylformamide
5: 60 percent / LiH / dimethylformamide / 2 h / 125 °C
6: 82 percent / TEA, DMAP / CH₂Cl₂
7: Dess-Martin reagent, t-BuOH / CH₂Cl₂
8: Zn, TiCl₄ / tetrahydrofuran; CH₂Cl₂
9: 92 percent / aq. HCl / tetrahydrofuran; methanol / 55 °C

References:

Bisacchi;Chao;Bachard;Daris;Innaimo;Jacobs;Kocy;Lapointe;Martel;Merchant;Slusarchyk;Sundeen;Young;Colonno;Zahler [Bioorganic and Medicinal Chemistry Letters,1997,vol. 7,# 2,p. 127 - 132]

142217-80-9 Synthesis