(2R,3R,4R,5R)-5-((benzoyloxy)methyl)-3-ethynyltetrahydrofuran-2,3,4-triyl tribenzoate

Base Information

Chemical Name:(2R,3R,4R,5R)-5-((benzoyloxy)methyl)-3-ethynyltetrahydrofuran-2,3,4-triyl tribenzoate
CAS No.:1443997-54-3
Molecular Formula:C₃₅H₂₆O₉
Molecular Weight:590.586
Hs Code.:

Synonyms:(2R,3R,4R,5R)-5-((benzoyloxy)methyl)-3-ethynyltetrahydrofuran-2,3,4-triyl tribenzoate

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Chemical Property of (2R,3R,4R,5R)-5-((benzoyloxy)methyl)-3-ethynyltetrahydrofuran-2,3,4-triyl tribenzoate

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Technology Process of (2R,3R,4R,5R)-5-((benzoyloxy)methyl)-3-ethynyltetrahydrofuran-2,3,4-triyl tribenzoate

There total 4 articles about (2R,3R,4R,5R)-5-((benzoyloxy)methyl)-3-ethynyltetrahydrofuran-2,3,4-triyl tribenzoate 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: 39.0%

: 98-88-4
benzoyl chloride

: 157037-56-4
1,3,5-tri-O-benzoyl-2-oxo-α-D-erythro-pentofuranose

: 4301-14-8
acetylenemagnesium bromide

: 1443997-54-3
(2R,3R,4R,5R)-5-((benzoyloxy)methyl)-3-ethynyltetrahydrofuran-2,3,4-triyl tribenzoate

Guidance literature:: 1,3,5-tri-O-benzoyl-2-oxo-α-D-erythro-pentofuranose; acetylenemagnesium bromide; In tetrahydrofuran; at -78 ℃; for 2.33333h; Cooling with acetone-dry ice;

benzoyl chloride; With dmap; triethylamine; In dichloromethane; at 20 ℃; for 12h; Enzymatic reaction;

Reference yield:

: 22224-41-5
1,3,5-tri-O-benzoyl-α-D-ribofuranoside

: 1443997-54-3
(2R,3R,4R,5R)-5-((benzoyloxy)methyl)-3-ethynyltetrahydrofuran-2,3,4-triyl tribenzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 16 h / 80 °C

2: tetrahydrofuran / 2 h / -78 - -30 °C

3: triethylamine; dmap / dichloromethane / 16 h / 0 - 20 °C

With dmap; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; acetonitrile;