(2R,3R,4R,5S)-2-(benzyloxymethyl)-4,5-dimethoxy-3-(p-tolylthio)-tetrahydrofuran

Base Information

Chemical Name:(2R,3R,4R,5S)-2-(benzyloxymethyl)-4,5-dimethoxy-3-(p-tolylthio)-tetrahydrofuran
CAS No.:1454318-53-6
Molecular Formula:C₂₁H₂₆O₄S
Molecular Weight:374.501
Hs Code.:

Synonyms:(2R,3R,4R,5S)-2-(benzyloxymethyl)-4,5-dimethoxy-3-(p-tolylthio)-tetrahydrofuran

Suppliers and Price of (2R,3R,4R,5S)-2-(benzyloxymethyl)-4,5-dimethoxy-3-(p-tolylthio)-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 (2R,3R,4R,5S)-2-(benzyloxymethyl)-4,5-dimethoxy-3-(p-tolylthio)-tetrahydrofuran

Chemical Property:

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Technology Process of (2R,3R,4R,5S)-2-(benzyloxymethyl)-4,5-dimethoxy-3-(p-tolylthio)-tetrahydrofuran

There total 1 articles about (2R,3R,4R,5S)-2-(benzyloxymethyl)-4,5-dimethoxy-3-(p-tolylthio)-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: 86.0%

: 611182-21-9
methyl 5-O-benzyl-3-deoxy-3-C-p-tolylsulfonyl-α-D-arabinofuranoside

: 74-88-4
methyl iodide

: 1454318-53-6
(2R,3R,4R,5S)-2-(benzyloxymethyl)-4,5-dimethoxy-3-(p-tolylthio)-tetrahydrofuran

Guidance literature:: methyl 5-O-benzyl-3-deoxy-3-C-p-tolylsulfonyl-α-D-arabinofuranoside; With sodium hydride; In N,N-dimethyl-formamide; for 0.5h; Cooling with ice; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 2.5h; Inert atmosphere;
DOI:10.1016/j.tet.2013.07.093

Reference yield: 61.0%

: 1454318-53-6
(2R,3R,4R,5S)-2-(benzyloxymethyl)-4,5-dimethoxy-3-(p-tolylthio)-tetrahydrofuran

: 1454318-54-7
(2R,3R,4R)-5-(benzyloxy)-2-methoxy-3-(p-tolylthio)-pentane-1,4-diol

Guidance literature:: (2R,3R,4R,5S)-2-(benzyloxymethyl)-4,5-dimethoxy-3-(p-tolylthio)-tetrahydrofuran; With trifluoroacetic acid; In water; at 20 ℃; for 10h; Inert atmosphere;

With sodium tetrahydroborate; In water; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tet.2013.07.093

Reference yield:

: 1454318-53-6
(2R,3R,4R,5S)-2-(benzyloxymethyl)-4,5-dimethoxy-3-(p-tolylthio)-tetrahydrofuran

: 1454318-52-5
(2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-tosyl-tetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / water / 10 h / 20 °C / Inert atmosphere

1.2: 4 h / 0 - 20 °C / Inert atmosphere

2.1: p-toluenesulfonyl chloride; pyridine / toluene / 72.5 h / 0 - 4 °C / Inert atmosphere

3.1: magnesium bis(monoperoxyphthalate)hexahydrate / methanol / 6 h / 20 °C / Inert atmosphere

With pyridine; magnesium bis(monoperoxyphthalate)hexahydrate; p-toluenesulfonyl chloride; trifluoroacetic acid; In methanol; water; toluene;
DOI:10.1016/j.tet.2013.07.093