N³-benzoyl-1-[3,5-O-(di-t-butylsilylene)-2-deoxy-D-erythro-pento-1-enofuranosyl]uracil

Base Information

• Chemical Name: N³-benzoyl-1-[3,5-O-(di-t-butylsilylene)-2-deoxy-D-erythro-pento-1-enofuranosyl]uracil
• CAS No.: 677346-74-6
• Molecular Formula: C₂₄H₃₀N₂O₆Si
• Molecular Weight: 470.598

Synonyms:N³-benzoyl-1-[3,5-O-(di-t-butylsilylene)-2-deoxy-D-erythro-pento-1-enofuranosyl]uracil

Chemical Property of N³-benzoyl-1-[3,5-O-(di-t-butylsilylene)-2-deoxy-D-erythro-pento-1-enofuranosyl]uracil

Chemical Property:

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Technology Process of N³-benzoyl-1-[3,5-O-(di-t-butylsilylene)-2-deoxy-D-erythro-pento-1-enofuranosyl]uracil

There total 4 articles about N³-benzoyl-1-[3,5-O-(di-t-butylsilylene)-2-deoxy-D-erythro-pento-1-enofuranosyl]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: 56.0%

C30H36N2O7SeSi (677346-94-0) → N3-benzoyl-1-[3,5-O-(di-t-butylsilylene)-2-deoxy-D-erythro-pento-1-enofuranosyl]uracil (677346-74-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 50 ℃; for 4h;

DOI:10.1021/jo030262u

Reference yield:

benzoyl chloride (98-88-4) → N3-benzoyl-1-[3,5-O-(di-t-butylsilylene)-2-deoxy-D-erythro-pento-1-enofuranosyl]uracil (677346-74-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / i-Pr₂NEt / CH₂Cl₂ / 2 h / 20 °C

2: 93 percent / m-CPBA / CH₂Cl₂ / 2 h / 0 °C

3: 56 percent / Et₃N / tetrahydrofuran / 4 h / 50 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo030262u

Reference yield:

3',5'-O-(di-tert-butylsilylene)-2'-deoxy-2'-phenylselenouridine (503043-97-8) → N3-benzoyl-1-[3,5-O-(di-t-butylsilylene)-2-deoxy-D-erythro-pento-1-enofuranosyl]uracil (677346-74-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / i-Pr₂NEt / CH₂Cl₂ / 2 h / 20 °C

2: 93 percent / m-CPBA / CH₂Cl₂ / 2 h / 0 °C

3: 56 percent / Et₃N / tetrahydrofuran / 4 h / 50 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo030262u

upstream raw materials:

C₃₀H₃₆N₂O₇SeSi

benzoyl chloride

3',5'-O-(di-tert-butylsilylene)-2'-deoxy-2'-phenylselenouridine

3-benzoyl-1-(2,2-di-tert-butyl-7-phenylselanyl-tetrahydro-furo[3,2-d][1,3,2]dioxasilin-6-yl)-1H-pyrimidine-2,4-dione

Downstream raw materials:

1'-azido-N³-benzoyl-3',5'-O-(di-tert-butylsilylene)uridine

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