(3R,4S,5R)-5-(benzyloxymethyl)-N-isopropyl-4-tosyl-tetrahydrofuran-3-amine

Base Information

Chemical Name:(3R,4S,5R)-5-(benzyloxymethyl)-N-isopropyl-4-tosyl-tetrahydrofuran-3-amine
CAS No.:1454318-61-6
Molecular Formula:C₂₂H₂₉NO₄S
Molecular Weight:403.543
Hs Code.:

Synonyms:(3R,4S,5R)-5-(benzyloxymethyl)-N-isopropyl-4-tosyl-tetrahydrofuran-3-amine

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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 (3R,4S,5R)-5-(benzyloxymethyl)-N-isopropyl-4-tosyl-tetrahydrofuran-3-amine

Chemical Property:

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Technology Process of (3R,4S,5R)-5-(benzyloxymethyl)-N-isopropyl-4-tosyl-tetrahydrofuran-3-amine

There total 7 articles about (3R,4S,5R)-5-(benzyloxymethyl)-N-isopropyl-4-tosyl-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: 91.0%

: 1454318-39-8
(R)-2-(benzyloxymethyl)-3-tosyl-2,5-dihydrofuran

: 75-31-0
isopropylamine

: 1454318-61-6
(3R,4S,5R)-5-(benzyloxymethyl)-N-isopropyl-4-tosyl-tetrahydrofuran-3-amine

Guidance literature:: In methanol; at 20 ℃; for 3h; 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

: 1454318-61-6
(3R,4S,5R)-5-(benzyloxymethyl)-N-isopropyl-4-tosyl-tetrahydrofuran-3-amine

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: methanol / 3 h / 20 °C / Inert atmosphere

With pyridine; magnesium bis(monoperoxyphthalate)hexahydrate; methanesulfonyl chloride; In methanol; 3: |Michael Addition;
DOI:10.1016/j.tet.2013.07.093

Reference yield:

: 1454318-38-7
(3S,4R,5R)-5-(benzyloxymethyl)-4-tosyl-tetrahydrofuran-3-ol

: 1454318-61-6
(3R,4S,5R)-5-(benzyloxymethyl)-N-isopropyl-4-tosyl-tetrahydrofuran-3-amine

Guidance literature:: Multi-step reaction with 2 steps

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

2: methanol / 3 h / 20 °C / Inert atmosphere

With pyridine; methanesulfonyl chloride; In methanol; 2: |Michael Addition;
DOI:10.1016/j.tet.2013.07.093