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

Base Information

Chemical Name:(2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-(p-tolylthio)-tetrahydrofuran
CAS No.:1454318-55-8
Molecular Formula:C₂₀H₂₄O₃S
Molecular Weight:344.475
Hs Code.:

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

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

There total 3 articles about (2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-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: 76.0%

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

: 1454318-55-8
(2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-(p-tolylthio)-tetrahydrofuran

Guidance literature:: With pyridine; p-toluenesulfonyl chloride; In toluene; at 0 - 4 ℃; for 72.5h; 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

: 1454318-55-8
(2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-(p-tolylthio)-tetrahydrofuran

Guidance literature:: Multi-step reaction with 2 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

With pyridine; p-toluenesulfonyl chloride; trifluoroacetic acid; In water; toluene;
DOI:10.1016/j.tet.2013.07.093

Reference yield:

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

: 1454318-55-8
(2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-(p-tolylthio)-tetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / Cooling with ice; Inert atmosphere

1.2: 2.5 h / 20 °C / Inert atmosphere

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

2.2: 4 h / 0 - 20 °C / Inert atmosphere

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

With pyridine; sodium hydride; p-toluenesulfonyl chloride; trifluoroacetic acid; In water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2013.07.093