(3R,4R,5R)-5-(2,4-dichlorobenzyloxymethyl)-4-(2,4-dichlorobenzyloxy)-3-ethynyl-2-methoxy-tetrahydrofuran-3-ol

Base Information

Chemical Name:(3R,4R,5R)-5-(2,4-dichlorobenzyloxymethyl)-4-(2,4-dichlorobenzyloxy)-3-ethynyl-2-methoxy-tetrahydrofuran-3-ol
CAS No.:1044589-93-6
Molecular Formula:C₂₂H₂₀Cl₄O₅
Molecular Weight:506.21
Hs Code.:

Synonyms:(3R,4R,5R)-5-(2,4-dichlorobenzyloxymethyl)-4-(2,4-dichlorobenzyloxy)-3-ethynyl-2-methoxy-tetrahydrofuran-3-ol

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Chemical Property of (3R,4R,5R)-5-(2,4-dichlorobenzyloxymethyl)-4-(2,4-dichlorobenzyloxy)-3-ethynyl-2-methoxy-tetrahydrofuran-3-ol

Chemical Property:

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Technology Process of (3R,4R,5R)-5-(2,4-dichlorobenzyloxymethyl)-4-(2,4-dichlorobenzyloxy)-3-ethynyl-2-methoxy-tetrahydrofuran-3-ol

There total 3 articles about (3R,4R,5R)-5-(2,4-dichlorobenzyloxymethyl)-4-(2,4-dichlorobenzyloxy)-3-ethynyl-2-methoxy-tetrahydrofuran-3-ol 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:

: 636581-82-3
3,5-bis-O-(2,4-dichlorobenzyl)-1-O-methyl-α-D-erythro-pentofuranos-2-ulose

: 65032-27-1
ethynylmagnesium chloride

: 1044589-93-6
(3R,4R,5R)-5-(2,4-dichlorobenzyloxymethyl)-4-(2,4-dichlorobenzyloxy)-3-ethynyl-2-methoxy-tetrahydrofuran-3-ol

Guidance literature:: 3,5-bis-O-(2,4-dichlorobenzyl)-1-O-methyl-α-D-erythro-pentofuranos-2-ulose; ethynylmagnesium chloride; In tetrahydrofuran; toluene; at -20 - 0 ℃; for 18h;

With water; ammonium chloride; In tetrahydrofuran; toluene; at 15 - 20 ℃;

Reference yield:

: 636581-82-3
3,5-bis-O-(2,4-dichlorobenzyl)-1-O-methyl-α-D-erythro-pentofuranos-2-ulose

: 4301-14-8
acetylenemagnesium bromide

: 1044589-93-6
(3R,4R,5R)-5-(2,4-dichlorobenzyloxymethyl)-4-(2,4-dichlorobenzyloxy)-3-ethynyl-2-methoxy-tetrahydrofuran-3-ol

Guidance literature:: 3,5-bis-O-(2,4-dichlorobenzyl)-1-O-methyl-α-D-erythro-pentofuranos-2-ulose; acetylenemagnesium bromide; In tetrahydrofuran; at -20 - 0 ℃; for 1 - 3h;

With water; ammonium chloride; In tetrahydrofuran; Product distribution / selectivity;

Reference yield:

: 636581-81-2
3,5-bis-O-(2,4-dichlorobenzyl)-1-O-methyl-α-D-ribofuranose

: 1044589-93-6
(3R,4R,5R)-5-(2,4-dichlorobenzyloxymethyl)-4-(2,4-dichlorobenzyloxy)-3-ethynyl-2-methoxy-tetrahydrofuran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid / dichloromethane / 20 °C / Cooling with ice

2.1: tetrahydrofuran / 3 h / 0 °C

2.2: Cooling

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; In tetrahydrofuran; dichloromethane;