(2S,3S,4S)-4-azido-3-(benzyloxy)-2-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran

Base Information

Chemical Name:(2S,3S,4S)-4-azido-3-(benzyloxy)-2-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran
CAS No.:1456899-54-9
Molecular Formula:C₁₅H₁₇N₃O₃
Molecular Weight:287.318
Hs Code.:

Synonyms:(2S,3S,4S)-4-azido-3-(benzyloxy)-2-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran

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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 (2S,3S,4S)-4-azido-3-(benzyloxy)-2-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran

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Technology Process of (2S,3S,4S)-4-azido-3-(benzyloxy)-2-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran

There total 2 articles about (2S,3S,4S)-4-azido-3-(benzyloxy)-2-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran 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: 83.0%

: 1456899-53-8
((2S,3S,4S)-4-azido-3-(benzyloxy)tetrahydrofuran-2-yl)methanol

: 106-96-7
propargyl bromide

: 1456899-54-9
(2S,3S,4S)-4-azido-3-(benzyloxy)-2-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran

Guidance literature:: With sodium hydroxide; In acetonitrile; at 80 ℃; for 4h;
DOI:10.1016/j.ejmech.2014.03.022

Reference yield:

: 876917-12-3
(2R,3S,4S)-4-azido-3-benzyloxytetrahydrofuran-2-carbaldehyde

: 1456899-54-9
(2S,3S,4S)-4-azido-3-(benzyloxy)-2-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1: potassium borohydride / ethanol / 5 h / 20 °C / Cooling with ice

2: sodium hydroxide / acetonitrile / 4 h / 80 °C

With potassium borohydride; sodium hydroxide; In ethanol; acetonitrile;
DOI:10.1016/j.ejmech.2014.03.022

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1456899-54-9
(2S,3S,4S)-4-azido-3-(benzyloxy)-2-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran

: 1456899-55-0
tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran-3-yl)carbamate

Guidance literature:: (2S,3S,4S)-4-azido-3-(benzyloxy)-2-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran; With triphenylphosphine; In tetrahydrofuran; water; at 65 ℃; for 12h;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.ejmech.2014.03.022