3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 221536-67-0
• Molecular Formula: C₃₅H₄₂N₂O₇Si
• Molecular Weight: 630.813

Synonyms:3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property of 3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property:

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Technology Process of 3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 2 articles about 3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 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: 79.0%

tert-butylchlorodiphenylsilane (58479-61-1) + 3-Benzyloxymethyl-1-((2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione (171762-68-8) → 3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (221536-67-0)

Guidance literature:

With pyridine; dmap; at 50 ℃; for 24h;

DOI:10.1016/S0040-4039(99)00147-1

Reference yield:

3-Benzyloxymethyl-5-methyl-1-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione (171762-67-7) → 3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (221536-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Bu₄NF / tetrahydrofuran / 3 h / 0 °C

2: 79 percent / DMAP, pyridine / 24 h / 50 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(99)00147-1

Reference yield: 99.0%

3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (221536-67-0) → 3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-oxo-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (221536-73-8)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; for 30h; Ambient temperature;

DOI:10.1016/S0040-4039(99)00147-1

upstream raw materials:

tert-butylchlorodiphenylsilane

3-Benzyloxymethyl-1-((2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

3-Benzyloxymethyl-5-methyl-1-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione

Downstream raw materials:

3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-oxo-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

[(2S,4R,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-4-methoxy-dihydro-furan-(3E)-ylidene]-acetic acid methyl ester

[(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid

[(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid methyl ester

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