tert-butyl (3S,4S,5R,6R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5,6,7-tetrahydroxy-4,5-O-isopropylideneheptanoate

Base Information

Chemical Name:tert-butyl (3S,4S,5R,6R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5,6,7-tetrahydroxy-4,5-O-isopropylideneheptanoate
CAS No.:1454884-54-8
Molecular Formula:C₂₉H₄₁NO₆
Molecular Weight:499.648
Hs Code.:

Synonyms:tert-butyl (3S,4S,5R,6R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5,6,7-tetrahydroxy-4,5-O-isopropylideneheptanoate

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Chemical Property of tert-butyl (3S,4S,5R,6R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5,6,7-tetrahydroxy-4,5-O-isopropylideneheptanoate

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Technology Process of tert-butyl (3S,4S,5R,6R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5,6,7-tetrahydroxy-4,5-O-isopropylideneheptanoate

There total 3 articles about tert-butyl (3S,4S,5R,6R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5,6,7-tetrahydroxy-4,5-O-isopropylideneheptanoate 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: 32.0%

: 1454884-38-8
tert-butyl (3S,4S,5S,6R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5,6,7-tetrahydroxy-4,5,6,7-di-O-isopropylideneheptanoate

: 1454884-54-8
tert-butyl (3S,4S,5R,6R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5,6,7-tetrahydroxy-4,5-O-isopropylideneheptanoate

Guidance literature:: With hydrogenchloride; In ethanol; water; at 60 ℃; for 6h; Reagent/catalyst; Time;
DOI:10.1016/j.tet.2013.07.096

Reference yield:

: 1454884-10-6
tert-butyl (4S,5S,6R,E)-4,5,6,7-tetrahydroxy-4,5,6,7-di-O-isopropylidenehept-2-enoate

: 1454884-54-8
tert-butyl (3S,4S,5R,6R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5,6,7-tetrahydroxy-4,5-O-isopropylideneheptanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: hydrogenchloride / water; ethanol / 6 h / 60 °C

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; ethanol; hexane; water;
DOI:10.1016/j.tet.2013.07.096

Reference yield:

: C₁₁H₂₀O₆

: 1454884-54-8
tert-butyl (3S,4S,5R,6R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5,6,7-tetrahydroxy-4,5-O-isopropylideneheptanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / 18 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

3.1: hydrogenchloride / water; ethanol / 6 h / 60 °C

With hydrogenchloride; n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; hexane; water;
DOI:10.1016/j.tet.2013.07.096