(3R,4S,5R)-N-benzyl-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-amine

Base Information

Chemical Name:(3R,4S,5R)-N-benzyl-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-amine
CAS No.:1454318-65-0
Molecular Formula:C₂₆H₂₉NO₃S
Molecular Weight:435.587
Hs Code.:

Synonyms:(3R,4S,5R)-N-benzyl-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-amine

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Chemical Property of (3R,4S,5R)-N-benzyl-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-amine

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Technology Process of (3R,4S,5R)-N-benzyl-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-amine

There total 8 articles about (3R,4S,5R)-N-benzyl-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-amine 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: 94.0%

: 1454318-48-9
(R)-2-(benzyloxymethyl)-3-((R)-p-tolylsulfinyl)-2,5-dihydrofuran

: 100-46-9
benzylamine

: 1454318-65-0
(3R,4S,5R)-N-benzyl-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-amine

Guidance literature:: at 20 ℃; for 48h; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2013.07.093

Reference yield:

: 1454318-37-6
(3S,4R,5R)-5-(benzyloxymethyl)-4-(p-tolylthio)-tetrahydrofuran-3-ol

: 1454318-65-0
(3R,4S,5R)-N-benzyl-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-amine

Guidance literature:: Multi-step reaction with 4 steps

1: sodium periodate / methanol; water / 5 h / 20 °C / Inert atmosphere

2: pyridine / 24.5 h / 0 - 4 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / 20 °C / Inert atmosphere

4: 48 h / 20 °C / Inert atmosphere

With pyridine; sodium periodate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; water; 4: |Michael Addition;
DOI:10.1016/j.tet.2013.07.093

Reference yield:

: 1454318-40-1
(3S,4R,5R)-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-ol

: 1454318-65-0
(3R,4S,5R)-N-benzyl-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-amine

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 24.5 h / 0 - 4 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / 20 °C / Inert atmosphere

3: 48 h / 20 °C / Inert atmosphere

With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; 3: |Michael Addition;
DOI:10.1016/j.tet.2013.07.093