(2R,3R,4S)-2-((R)-1-(benzoyloxy)ethyl)-5-cyanotetrahydrofuran-3,4-diyldibenzoate

Base Information

Chemical Name:(2R,3R,4S)-2-((R)-1-(benzoyloxy)ethyl)-5-cyanotetrahydrofuran-3,4-diyldibenzoate
CAS No.:1402821-76-4
Molecular Formula:C₂₈H₂₃NO₇
Molecular Weight:485.493
Hs Code.:

Synonyms:(2R,3R,4S)-2-((R)-1-(benzoyloxy)ethyl)-5-cyanotetrahydrofuran-3,4-diyldibenzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R,4S)-2-((R)-1-(benzoyloxy)ethyl)-5-cyanotetrahydrofuran-3,4-diyldibenzoate

Chemical Property:

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Technology Process of (2R,3R,4S)-2-((R)-1-(benzoyloxy)ethyl)-5-cyanotetrahydrofuran-3,4-diyldibenzoate

There total 1 articles about (2R,3R,4S)-2-((R)-1-(benzoyloxy)ethyl)-5-cyanotetrahydrofuran-3,4-diyldibenzoate 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:

: 72159-45-6
1-O-Acetyl-2,3,5-tri-O-benzoyl-6-deoxy-β-D-allofuranose

: 7677-24-9
trimethylsilyl cyanide

: 1402821-76-4
(2R,3R,4S)-2-((R)-1-(benzoyloxy)ethyl)-5-cyanotetrahydrofuran-3,4-diyldibenzoate

Guidance literature:: With boron trifluoride diethyl etherate; In nitromethane; at 20 ℃; for 0.75h;

Reference yield:

: 1402821-76-4
(2R,3R,4S)-2-((R)-1-(benzoyloxy)ethyl)-5-cyanotetrahydrofuran-3,4-diyldibenzoate

: 1402821-77-5
(3R,4R,5R)-5-((R)-1-(benzoyloxy)ethyl)-2-bromo-2-cyanotetrahydrofuran-3,4-diyl dibenzoate

Guidance literature:: With N-Bromosuccinimide; In tetrachloromethane; at 75 ℃; for 5h; UV-irradiation;
DOI:10.1080/15257770.2015.1075550

Reference yield:

: 1402821-76-4
(2R,3R,4S)-2-((R)-1-(benzoyloxy)ethyl)-5-cyanotetrahydrofuran-3,4-diyldibenzoate

: 1402821-82-2
(R)-1-((2R,3S,4R,5R)-3-(benzoyloxy)-5-cyano-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxytetrahydrofuran-2-yl)ethyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: N-Bromosuccinimide / tetrachloromethane / 5 h / 75 °C / UV-irradiation

2: silver trifluoromethanesulfonate / 1,2-dichloro-ethane; acetonitrile / 0.5 h / 135 °C / Inert atmosphere

3: hydrazine hydrate / pyridine; acetic acid / 40 h / 20 °C

With N-Bromosuccinimide; silver trifluoromethanesulfonate; hydrazine hydrate; In pyridine; tetrachloromethane; acetic acid; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1080/15257770.2015.1075550