2'-TBDMS-5-Me-rU

Base Information

• Chemical Name: 2'-TBDMS-5-Me-rU
• CAS No.: 922508-26-7
• Molecular Formula: C₁₆H₂₈N₂O₆Si
• Molecular Weight: 372.494
• DSSTox Substance ID: DTXSID20582676
• Wikidata: Q82474176
• Mol file: 922508-26-7.mol

Synonyms:2'-TBDMS-5-Me-rU;922508-26-7;1-[(2R,3R,4R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione;DTXSID20582676;AC-32354;2'-O-[tert-Butyl(dimethyl)silyl]-5-methyluridine;A852355;J-700377

Chemical Property of 2'-TBDMS-5-Me-rU

Chemical Property:

• PSA: 114.04000
• LogP: 0.89830
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 372.17166315
• Heavy Atom Count: 25
• Complexity: 586

Purity/Quality:

97% ^*data from raw suppliers

2'-TBDMS-5-Me-rU 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O[Si](C)(C)C(C)(C)C
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O[Si](C)(C)C(C)(C)C

Technology Process of 2'-TBDMS-5-Me-rU

There total 3 articles about 2'-TBDMS-5-Me-rU 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: 92.0%

1-[2,2-di-tert-butyl-7-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furo[3,2-d][1,3,2]dioxasilin-6-yl]-5-methyl-1H-pyrimidine-2,4-dione (922508-15-4) → 1-[3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (922508-26-7)

Guidance literature:

With pyridine hydrogenfluoride; for 0.333333h;

DOI:10.1021/jm060428u

Reference yield:

1-((4aR,6R,7R,7aS)-2,2-di-tert-butyl-7-hydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxasilin-6-yl)-5-methylpyrimidine-2,4(1H,3H)-dione → 1-[3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (922508-26-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / imidazole / dimethylformamide / 17 h / 20 °C

2: 92 percent / HF*pyridine / 0.33 h

With 1H-imidazole; pyridine hydrogenfluoride; In N,N-dimethyl-formamide;

DOI:10.1021/jm060428u

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 1-[3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (922508-26-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / imidazole / dimethylformamide / 17 h / 20 °C

2: 92 percent / HF*pyridine / 0.33 h

With 1H-imidazole; pyridine hydrogenfluoride; In N,N-dimethyl-formamide;

DOI:10.1021/jm060428u

upstream raw materials:

1-[2,2-di-tert-butyl-7-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furo[3,2-d][1,3,2]dioxasilin-6-yl]-5-methyl-1H-pyrimidine-2,4-dione

tert-butyldimethylsilyl chloride