<1S-(1α,2β,3α)>-6-amino-9-<2,3-bis(hydroxymethyl)cyclobutyl>purine 2,3-dibenzoate ester

Base Information

Chemical Name:<1S-(1α,2β,3α)>-6-amino-9-<2,3-bis(hydroxymethyl)cyclobutyl>purine 2,3-dibenzoate ester
CAS No.:132294-28-1
Molecular Formula:C₂₅H₂₃N₅O₄
Molecular Weight:457.489
Hs Code.:

Synonyms:<1S-(1α,2β,3α)>-6-amino-9-<2,3-bis(hydroxymethyl)cyclobutyl>purine 2,3-dibenzoate ester

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Chemical Property of <1S-(1α,2β,3α)>-6-amino-9-<2,3-bis(hydroxymethyl)cyclobutyl>purine 2,3-dibenzoate ester

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Technology Process of <1S-(1α,2β,3α)>-6-amino-9-<2,3-bis(hydroxymethyl)cyclobutyl>purine 2,3-dibenzoate ester

There total 8 articles about <1S-(1α,2β,3α)>-6-amino-9-<2,3-bis(hydroxymethyl)cyclobutyl>purine 2,3-dibenzoate ester 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: 31.0%

: 132294-26-9
<1R-(1α,2β,3β)>-3-<<(4-methylphenyl)sulfonyl>oxy>-1,2-cyclobutanedimethanol dibenzoate ester

: 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

: 132294-28-1
<1S-(1α,2β,3α)>-6-amino-9-<2,3-bis(hydroxymethyl)cyclobutyl>purine 2,3-dibenzoate ester

Guidance literature:: With 18-crown-6 ether; potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 15h;
DOI:10.1021/jm00108a026

Reference yield:

: 132178-71-3
trans-3,3-diethoxy-1,2-cyclobutanedicarboxylic acid

: 132294-28-1
<1S-(1α,2β,3α)>-6-amino-9-<2,3-bis(hydroxymethyl)cyclobutyl>purine 2,3-dibenzoate ester

Guidance literature:: Multi-step reaction with 7 steps

1: DCC / CH₂Cl₂ / Ambient temperature

2: imidazole / dimethylformamide / 1.5 h / 5 °C

3: N₂O₄, NaOAc / CCl₄ / 0.25 h / 5 °C

4: 95 percent / 0.5 N H₂SO₄ / acetonitrile / 17 h / Ambient temperature

5: 70 percent / LS-Selectride / tetrahydrofuran / 0.17 h / -78 °C

6: 84 percent / 8 h / 57 °C

7: 31 percent / K₂CO₃, 18-crown-6 / dimethylformamide / 15 h / 110 °C

With 1H-imidazole; 18-crown-6 ether; sulfuric acid; sodium acetate; dinitrogen tetraoxide; potassium carbonate; lithium tri-sec-butyl(hydrido)borate; dicyclohexyl-carbodiimide; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00108a026

Reference yield:

: 127696-10-0
trans-3,3-diethoxy-1,2-cyclobutanedicarboxylic acid diethyl ester

: 132294-28-1
<1S-(1α,2β,3α)>-6-amino-9-<2,3-bis(hydroxymethyl)cyclobutyl>purine 2,3-dibenzoate ester

Guidance literature:: Multi-step reaction with 8 steps

1: 92 percent / 2 N KOH / methanol / 1 h / 43 °C

2: DCC / CH₂Cl₂ / Ambient temperature

3: imidazole / dimethylformamide / 1.5 h / 5 °C

4: N₂O₄, NaOAc / CCl₄ / 0.25 h / 5 °C

5: 95 percent / 0.5 N H₂SO₄ / acetonitrile / 17 h / Ambient temperature

6: 70 percent / LS-Selectride / tetrahydrofuran / 0.17 h / -78 °C

7: 84 percent / 8 h / 57 °C

8: 31 percent / K₂CO₃, 18-crown-6 / dimethylformamide / 15 h / 110 °C

With 1H-imidazole; potassium hydroxide; 18-crown-6 ether; sulfuric acid; sodium acetate; dinitrogen tetraoxide; potassium carbonate; lithium tri-sec-butyl(hydrido)borate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00108a026