(-)-9-[(1R,2S,5R)-2-benzyloxy-4-[(benzyloxy)methyl]-5-methoxymethoxy-cyclopent-3-en-1-yl]-6-aminopurine

Base Information

Chemical Name:(-)-9-[(1R,2S,5R)-2-benzyloxy-4-[(benzyloxy)methyl]-5-methoxymethoxy-cyclopent-3-en-1-yl]-6-aminopurine
CAS No.:945915-41-3
Molecular Formula:C₂₇H₂₉N₅O₄
Molecular Weight:487.558
Hs Code.:

Synonyms:(-)-9-[(1R,2S,5R)-2-benzyloxy-4-[(benzyloxy)methyl]-5-methoxymethoxy-cyclopent-3-en-1-yl]-6-aminopurine

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Chemical Property of (-)-9-[(1R,2S,5R)-2-benzyloxy-4-[(benzyloxy)methyl]-5-methoxymethoxy-cyclopent-3-en-1-yl]-6-aminopurine

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Technology Process of (-)-9-[(1R,2S,5R)-2-benzyloxy-4-[(benzyloxy)methyl]-5-methoxymethoxy-cyclopent-3-en-1-yl]-6-aminopurine

There total 12 articles about (-)-9-[(1R,2S,5R)-2-benzyloxy-4-[(benzyloxy)methyl]-5-methoxymethoxy-cyclopent-3-en-1-yl]-6-aminopurine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

: 945915-40-2
(-)-(1R,4S,5S)-1-benzyloxy-3-[(benzyloxy)methyl]-4-[(methoxy)methoxy]-5-(trifluoromethanesulfonyl)-2-cyclopentene

: 73-24-5,71660-29-2,71660-30-5
7H-purin-6-ylamine

: 945915-41-3
(-)-9-[(1R,2S,5R)-2-benzyloxy-4-[(benzyloxy)methyl]-5-methoxymethoxy-cyclopent-3-en-1-yl]-6-aminopurine

Guidance literature:: With 18-crown-6 ether; potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 3h;
DOI:10.1016/j.tet.2007.04.094

Reference yield: 60.0%

: 945915-40-2
(-)-(1R,4S,5S)-1-benzyloxy-3-[(benzyloxy)methyl]-4-[(methoxy)methoxy]-5-(trifluoromethanesulfonyl)-2-cyclopentene

: 66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9
adenine

: 945915-41-3
(-)-9-[(1R,2S,5R)-2-benzyloxy-4-[(benzyloxy)methyl]-5-methoxymethoxy-cyclopent-3-en-1-yl]-6-aminopurine

Guidance literature:: With 18-crown-6 ether; potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃;
DOI:10.1080/15257770701521284

Reference yield:

: 945915-30-0
(-)-(1S,4R,5R)-1-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-3-cyclopenten-1-ol

: 945915-41-3
(-)-9-[(1R,2S,5R)-2-benzyloxy-4-[(benzyloxy)methyl]-5-methoxymethoxy-cyclopent-3-en-1-yl]-6-aminopurine

Guidance literature:: Multi-step reaction with 8 steps

1.1: 72 percent / pyridine / 20 °C

2.1: 82 percent / p-benzoquinone / PdCl₂[CH₃CN]2 / tetrahydrofuran / 24 h / Heating

3.1: 90 percent / NaOH / methanol / 1.5 h / 20 °C

4.1: 88 percent / NaH / dimethylformamide; various solvent(s) / 1 h / 0 - 20 °C

5.1: 93 percent / acetic acid / H₂O / 16 h / 50 °C

6.1: ceric ammonium nitrate / CH₂Cl₂ / 3 h / 20 °C

6.2: 60 percent / DIBAL-H / toluene; CH₂Cl₂ / 1 h / -78 °C

7.1: 97 percent / DMAP / CH₂Cl₂ / 0.5 h / 0 °C

8.1: 60 percent / K₂CO₃; 18-crown-6 / dimethylformamide / 3 h / 60 °C

With pyridine; dmap; sodium hydroxide; ammonium cerium(IV) nitrate; 18-crown-6 ether; sodium hydride; potassium carbonate; acetic acid; p-benzoquinone; PdCl₂[CH₃CN]2; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2007.04.094