1-Benzyloxymethyl-9-[(2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

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Chemical Name:1-Benzyloxymethyl-9-[(2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one
CAS No.:182195-47-7
Molecular Formula:C₄₅H₄₈N₄O₁₀
Molecular Weight:804.897
Hs Code.:

1-Benzyloxymethyl-9-[(2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

Synonyms:1-Benzyloxymethyl-9-[(2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

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Chemical Property of 1-Benzyloxymethyl-9-[(2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

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Technology Process of 1-Benzyloxymethyl-9-[(2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

There total 7 articles about 1-Benzyloxymethyl-9-[(2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one 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: 62.0%

: 182195-46-6
1-Benzyloxymethyl-9-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1,9-dihydro-purin-6-one

: 182195-47-7
1-Benzyloxymethyl-9-[(2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2.5h; Ambient temperature;
DOI:10.1021/jo960727z

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 182195-47-7
1-Benzyloxymethyl-9-[(2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

Guidance literature:: Multi-step reaction with 4 steps

1: 73 percent / i-Pr₂EtN, 4A sieves / CH₂Cl₂ / 2.5 h / 0 °C

2: 75 percent / NaOMe / methanol / 1.5 h / Ambient temperature

3: 37 percent / 3A sieves, N-iodosuccinimide, triflic acid / CH₂Cl₂ / 0.25 h / 23 °C

4: 62 percent / n-Bu₄NF / tetrahydrofuran / 2.5 h / Ambient temperature

With N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo960727z

Reference yield:

: 87791-89-7
3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)inosine

: 182195-47-7
1-Benzyloxymethyl-9-[(2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / pyridine / 6 h / Ambient temperature

2: 73 percent / i-Pr₂EtN, 4A sieves / CH₂Cl₂ / 2.5 h / 0 °C

3: 75 percent / NaOMe / methanol / 1.5 h / Ambient temperature

4: 37 percent / 3A sieves, N-iodosuccinimide, triflic acid / CH₂Cl₂ / 0.25 h / 23 °C

5: 62 percent / n-Bu₄NF / tetrahydrofuran / 2.5 h / Ambient temperature

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo960727z