3-N-benzyloxymethyl-1-[1-phenylseleno-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentosulofuranosyl]uracil

Base Information

• Chemical Name: 3-N-benzyloxymethyl-1-[1-phenylseleno-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentosulofuranosyl]uracil
• CAS No.: 476490-34-3
• Molecular Formula: C₃₅H₄₈N₂O₈SeSi₂
• Molecular Weight: 759.906

Synonyms:3-N-benzyloxymethyl-1-[1-phenylseleno-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentosulofuranosyl]uracil

Chemical Property of 3-N-benzyloxymethyl-1-[1-phenylseleno-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentosulofuranosyl]uracil

Chemical Property:

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Technology Process of 3-N-benzyloxymethyl-1-[1-phenylseleno-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentosulofuranosyl]uracil

There total 1 articles about 3-N-benzyloxymethyl-1-[1-phenylseleno-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentosulofuranosyl]uracil 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: 90.0%

Benzyloxymethyl chloride (3587-60-8) + 1-((2S,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-oxo-2-phenylselanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione (288103-31-1) → 3-N-benzyloxymethyl-1-[1-phenylseleno-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentosulofuranosyl]uracil (476490-34-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

DOI:10.1021/jo020266j

Reference yield: 83.0%

acetaldehyde (75-07-0,9002-91-9) + 3-N-benzyloxymethyl-1-[1-phenylseleno-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentosulofuranosyl]uracil (476490-34-3) → 3-N-benzyloxymethyl-1-[(1S)-1-O-acetyl-1-methyl-4,6-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabino-2-hexulofuranosyl]uracil (476490-45-6)

Guidance literature:

With samarium diiodide; oxygen; In tetrahydrofuran; at -78 - -10 ℃;

DOI:10.1021/jo020266j

Reference yield: 81.0%

3-N-benzyloxymethyl-1-[1-phenylseleno-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentosulofuranosyl]uracil (476490-34-3) → N3-benzyloxymethyluracil (250699-19-5)

Guidance literature:

With samarium diiodide; oxygen; pivalaldehyde; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jo020266j

upstream raw materials:

Benzyloxymethyl chloride

1-((2S,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-oxo-2-phenylselanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione

Downstream raw materials:

N³-benzyloxymethyluracil

3-N-benzyloxymethyl-1-[(1S)-1-phenyl-4,6-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2,3-hexodiulofuranosyl]uracil

3-N-benzyloxymethyl-1-[(1S)-1-O-acetyl-1-methyl-4,6-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabino-2-hexulofuranosyl]uracil

1-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-2-((S)-hydroxy-phenyl-methyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

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