(3R,5S)-2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(tert-butyldiphenylsilyloxymethyl)-5-cyanoisoxazolidine

Base Information

• Chemical Name: (3R,5S)-2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(tert-butyldiphenylsilyloxymethyl)-5-cyanoisoxazolidine
• CAS No.: 873920-57-1
• Molecular Formula: C₄₅H₅₆N₂O₆Si₂
• Molecular Weight: 777.12

Synonyms:(3R,5S)-2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(tert-butyldiphenylsilyloxymethyl)-5-cyanoisoxazolidine

Chemical Property of (3R,5S)-2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(tert-butyldiphenylsilyloxymethyl)-5-cyanoisoxazolidine

Chemical Property:

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Safty Information:

• Pictogram(s):  
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Technology Process of (3R,5S)-2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(tert-butyldiphenylsilyloxymethyl)-5-cyanoisoxazolidine

There total 1 articles about (3R,5S)-2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(tert-butyldiphenylsilyloxymethyl)-5-cyanoisoxazolidine 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:

(tert-butyldiphenylsilanyloxy)acetaldehyde (115869-43-7) + acrylonitrile (107-13-1,25014-41-9) + 5-(tert-butyldiphenylsilyl)-1-deoxy-1-hydroxyamino-2,3-O-isopropylidene-β-D-ribo-1,4-pentofuranose (557794-46-4) → (3R,5S)-2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(tert-butyldiphenylsilyloxymethyl)-5-cyanoisoxazolidine (873920-57-1) + (3S,5S)-2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(tert-butyldiphenylsilyloxymethyl)-5-cyanoisoxazolidine + (3S,5R)-2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(tert-butyldiphenylsilyloxymethyl)-5-cyanoisoxazolidine

Guidance literature:

at 70 ℃; for 12h;

DOI:10.1016/j.tetasy.2005.11.004

Reference yield: 70.0%

(3R,5S)-2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(tert-butyldiphenylsilyloxymethyl)-5-cyanoisoxazolidine (873920-57-1) + ethyl cysteinate hydrochloride (868-59-7,7319-36-0,75521-14-1,93964-73-9) → (3R,5S)-2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(tert-butyldiphenylsilyloxymethyl)-5-[(4RS)-4-(ethoxycarbonyl)-2-thiazolidin-2-yl]isoxazolidine (873920-62-8)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 3h;

DOI:10.1016/j.tetasy.2005.11.004

Reference yield:

(3R,5S)-2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(tert-butyldiphenylsilyloxymethyl)-5-cyanoisoxazolidine (873920-57-1) → (3R,5S)-3-(tert-butyldiphenylsiloxymethyl)-5-cyanoisoxazolidine

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 2h; Heating;

DOI:10.1016/j.tetasy.2005.11.004

upstream raw materials:

(tert-butyldiphenylsilanyloxy)acetaldehyde

acrylonitrile

5-(tert-butyldiphenylsilyl)-1-deoxy-1-hydroxyamino-2,3-O-isopropylidene-β-D-ribo-1,4-pentofuranose

Downstream raw materials:

(3R,5S)-2-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(tert-butyldiphenylsilyloxymethyl)-5-[(4RS)-4-(ethoxycarbonyl)-2-thiazolidin-2-yl]isoxazolidine

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