(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

Base Information

Chemical Name:(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
CAS No.:873920-62-8
Molecular Formula:C₅₀H₆₄N₂O₈SSi₂
Molecular Weight:909.304
Hs Code.:

(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

Synonyms:(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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Chemical Property of (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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Technology Process of (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

There total 1 articles about (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 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: 70.0%

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

: 868-59-7,7319-36-0,75521-14-1,93964-73-9
ethyl cysteinate hydrochloride

: 873920-62-8
(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

Guidance literature:: With triethylamine; In methanol; at 20 ℃; for 3h;
DOI:10.1016/j.tetasy.2005.11.004

Reference yield: 90.0%

: 873920-62-8
(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

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

Guidance literature:: With manganese(IV) oxide; In benzene; for 12h; Heating;
DOI:10.1016/j.tetasy.2005.11.004

Reference yield:

: 873920-62-8
(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

: 2-{(3R,5S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-2-[(3aR,4R,6R,6aR)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-isoxazolidin-5-yl}-thiazole-4-carboxylic acid amide

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / MnO₂ / benzene / 12 h / Heating

2: NH₃ / methanol / 1 h / 20 °C

With manganese(IV) oxide; ammonia; In methanol; benzene;
DOI:10.1016/j.tetasy.2005.11.004