4-[2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)ethyl]-2-phenylpyrimidine

Base Information

• Chemical Name: 4-[2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)ethyl]-2-phenylpyrimidine
• CAS No.: 1373425-69-4
• Molecular Formula: C₃₆H₄₂N₂O₄Si
• Molecular Weight: 594.826
• Mol file: 1373425-69-4.mol

Synonyms:4-[2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)ethyl]-2-phenylpyrimidine

Chemical Property of 4-[2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)ethyl]-2-phenylpyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)ethyl]-2-phenylpyrimidine

There total 3 articles about 4-[2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)ethyl]-2-phenylpyrimidine 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: 94.0%

1-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)pent-4-yn-3-one (1352789-43-5) + benzamidine monohydrochloride (1670-14-0) → 4-[2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)ethyl]-2-phenylpyrimidine (1373425-69-4)

Guidance literature:

With water; sodium carbonate; In ethyl acetate; for 2.5h; Reflux;

DOI:10.3998/ark.5550190.0013.310

Reference yield:

(3R,S)-1-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)pent-4-yn-3-ol (1352789-39-9) → 4-[2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)ethyl]-2-phenylpyrimidine (1373425-69-4)

Guidance literature:

Multi-step reaction with 2 steps

2: water; sodium carbonate / ethyl acetate / 2.5 h / Reflux

With water; sodium carbonate; In ethyl acetate; 1: |Dess-Martin Oxidation;

DOI:10.3998/ark.5550190.0013.310

Reference yield:

3-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranosyl-1-yl)propanal (1352789-20-8) → 4-[2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)ethyl]-2-phenylpyrimidine (1373425-69-4)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 4 h / 20 °C

3: water; sodium carbonate / ethyl acetate / 2.5 h / Reflux

With water; sodium carbonate; In tetrahydrofuran; ethyl acetate; 2: |Dess-Martin Oxidation;

DOI:10.3998/ark.5550190.0013.310

upstream raw materials:

1-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)pent-4-yn-3-one

benzamidine monohydrochloride

3-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranosyl-1-yl)propanal

(3R,S)-1-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)pent-4-yn-3-ol