3-Benzyloxymethyl-1-[(2R,4S,5R)-4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 3-Benzyloxymethyl-1-[(2R,4S,5R)-4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 146557-84-8
• Molecular Formula: C₃₄H₄₀N₂O₆Si
• Molecular Weight: 600.787

Synonyms:3-Benzyloxymethyl-1-[(2R,4S,5R)-4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property of 3-Benzyloxymethyl-1-[(2R,4S,5R)-4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 3-Benzyloxymethyl-1-[(2R,4S,5R)-4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 10 articles about 3-Benzyloxymethyl-1-[(2R,4S,5R)-4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-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: 97.0%

3-Benzyloxymethyl-1-[(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (192653-10-4) → 3-Benzyloxymethyl-1-[(2R,4S,5R)-4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (146557-84-8)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; dichloromethane; for 0.666667h;

DOI:10.1021/acs.orglett.8b02233

Reference yield: 80.0%

3-Benzyloxymethyl-1-[(2R,4S,5R)-4-(tert-butyl-diphenyl-silanyloxy)-5-trityloxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (192653-12-6) → 3-Benzyloxymethyl-1-[(2R,4S,5R)-4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (146557-84-8)

Guidance literature:

With water; acetic acid;

DOI:10.1016/S0960-894X(97)00270-9

Reference yield: 65.0%

Benzyloxymethyl chloride (3587-60-8) + 1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (83467-48-5) → 3-Benzyloxymethyl-1-[(2R,4S,5R)-4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (146557-84-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 - 20 ℃; for 4h;

DOI:10.1016/S0960-894X(97)00269-2

upstream raw materials:

Benzyloxymethyl chloride

1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

3-Benzyloxymethyl-1-[(2R,4S,5R)-4-(tert-butyl-diphenyl-silanyloxy)-5-trityloxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

3-Benzyloxymethyl-1-[(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Downstream raw materials:

C₆₃H₈₁N₇O₁₀Si₂

3-Benzyloxymethyl-1-{(2R,4S,5R)-4-(tert-butyl-diphenyl-silanyloxy)-5-[3-oxo-4-(triphenyl-λ⁵-phosphanylidene)-butyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

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