benzoic acid 5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl ester

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Chemical Name:benzoic acid 5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl ester
CAS No.:333335-50-5
Molecular Formula:C₁₇H₁₇N₅O₄
Molecular Weight:355.353
Hs Code.:

Synonyms:benzoic acid 5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl ester

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Chemical Property of benzoic acid 5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl ester

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Technology Process of benzoic acid 5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl ester

There total 6 articles about benzoic acid 5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl 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: 70.0%

: 73-40-5
2-amino-1,9-dihydro-6H-purin-6-one

: 333335-49-2
2-acetoxy-4-benzoyloxymethylterahydrofuran

: 333335-50-5
benzoic acid 5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl ester

: benzoic acid 5-(2-amino-6-oxo-1,6-dihydro-purin-7-yl)-tetrahydro-furan-3-ylmethyl ester

Guidance literature:: 2-amino-1,9-dihydro-6H-purin-6-one; With bis-(trimethylsilyl)acetamide; In 1-methyl-pyrrolidin-2-one; at 80 ℃;

2-acetoxy-4-benzoyloxymethylterahydrofuran; With trimethylsilyl trifluoromethanesulfonate; In 1-methyl-pyrrolidin-2-one; at 0 ℃; for 24h;
DOI:10.1016/S0040-4039(00)02326-1

Reference yield:

: 55387-85-4
3-hydroxymethyl-4-hydroxybutanal diethyl acetal

: 333335-50-5
benzoic acid 5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 83 percent / Dowex 50WX₈-H⁽¹⁺⁾ resin / ethanol / 2 h / Heating

2.1: 99 percent / NEt₃ / CH₂Cl₂ / 3 h / 0 - 20 °C

3.1: 47 percent / HCl / H₂O; dioxane / 18 h / 20 °C

4.1: 95 percent / NEt₃; DMAP; 3 Angstroem molecular sieves / acetonitrile / 1 h / 20 °C

5.1: bis(trimethylsilyl)acetamide / 1-methyl-pyrrolidin-2-one / 80 °C

5.2: 70 percent / TMSOTf / 1-methyl-pyrrolidin-2-one / 24 h / 0 °C

With hydrogenchloride; dmap; 3 A molecular sieve; Dowex 50WX₈-H⁽¹⁺⁾ resin; bis-(trimethylsilyl)acetamide; triethylamine; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(00)02326-1

Reference yield:

: 21339-47-9
diethyl 2-(2,2-diethoxyethyl)malonate

: 333335-50-5
benzoic acid 5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 94 percent / LiAlH₄ / diethyl ether / 18 h / 20 °C

2.1: 83 percent / Dowex 50WX₈-H⁽¹⁺⁾ resin / ethanol / 2 h / Heating

3.1: 99 percent / NEt₃ / CH₂Cl₂ / 3 h / 0 - 20 °C

4.1: 47 percent / HCl / H₂O; dioxane / 18 h / 20 °C

5.1: 95 percent / NEt₃; DMAP; 3 Angstroem molecular sieves / acetonitrile / 1 h / 20 °C

6.1: bis(trimethylsilyl)acetamide / 1-methyl-pyrrolidin-2-one / 80 °C

6.2: 70 percent / TMSOTf / 1-methyl-pyrrolidin-2-one / 24 h / 0 °C

With hydrogenchloride; dmap; lithium aluminium tetrahydride; 3 A molecular sieve; Dowex 50WX₈-H⁽¹⁺⁾ resin; bis-(trimethylsilyl)acetamide; triethylamine; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; diethyl ether; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(00)02326-1