(4S,5S)-2-<(2S,3S,4R,5R)-7-(Benzyloxy)-3,5-(benzylidenedioxy)-4-methoxy-2-butylheptyl>-4-(methoxymethyl)-5-phenyl-2-oxazoline

Base Information

Chemical Name:(4S,5S)-2-<(2S,3S,4R,5R)-7-(Benzyloxy)-3,5-(benzylidenedioxy)-4-methoxy-2-butylheptyl>-4-(methoxymethyl)-5-phenyl-2-oxazoline
CAS No.:78249-24-8
Molecular Formula:C₃₇H₄₇NO₆
Molecular Weight:601.783
Hs Code.:

Synonyms:(4S,5S)-2-<(2S,3S,4R,5R)-7-(Benzyloxy)-3,5-(benzylidenedioxy)-4-methoxy-2-butylheptyl>-4-(methoxymethyl)-5-phenyl-2-oxazoline

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Chemical Property of (4S,5S)-2-<(2S,3S,4R,5R)-7-(Benzyloxy)-3,5-(benzylidenedioxy)-4-methoxy-2-butylheptyl>-4-(methoxymethyl)-5-phenyl-2-oxazoline

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Technology Process of (4S,5S)-2-<(2S,3S,4R,5R)-7-(Benzyloxy)-3,5-(benzylidenedioxy)-4-methoxy-2-butylheptyl>-4-(methoxymethyl)-5-phenyl-2-oxazoline

There total 10 articles about (4S,5S)-2-<(2S,3S,4R,5R)-7-(Benzyloxy)-3,5-(benzylidenedioxy)-4-methoxy-2-butylheptyl>-4-(methoxymethyl)-5-phenyl-2-oxazoline 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: 78.0%

: 109-72-8,29786-93-4
n-butyllithium

: 78249-13-5
(+)-(5S,4S)-2-<(3S,4R,5S)-7-(Benzyloxy)-5,3-(benzylidenedioxy)-4-methoxy-(E)-1-heptenyl>-4-(methoxymethyl)-5-phenyl-2-oxazoline

: 78249-24-8
(4S,5S)-2-<(2S,3S,4R,5R)-7-(Benzyloxy)-3,5-(benzylidenedioxy)-4-methoxy-2-butylheptyl>-4-(methoxymethyl)-5-phenyl-2-oxazoline

Guidance literature:: In tetrahydrofuran; hexane; at -78 ℃; for 2h;
DOI:10.1021/jo00332a023

Reference yield:

: 52075-14-6
(4S,5S)-(-)-4,5-dihydro-4-methoxymethyl-2-methyl-5-phenyloxazole

: 78249-24-8
(4S,5S)-2-<(2S,3S,4R,5R)-7-(Benzyloxy)-3,5-(benzylidenedioxy)-4-methoxy-2-butylheptyl>-4-(methoxymethyl)-5-phenyl-2-oxazoline

Guidance literature:: Multi-step reaction with 3 steps

1: diisopropylamine, n-BuLi / 1.) THF, hexane, -78 deg C, 2h, 2.) 25 deg C, 27h

2: NaH / 1.) 1,2-dimethoxyethane, room temp., 70 min, 2.) dimethoxyethane, 0 deg C, 4h

3: 78 percent / tetrahydrofuran; hexane / 2 h / -78 °C

With n-butyllithium; sodium hydride; diisopropylamine; In tetrahydrofuran; hexane;
DOI:10.1021/jo00332a023

Reference yield:

: 62853-46-7
5-deoxy-3-O-methyl-1,2-O-(methylethylidene)-α-D-xylo-hexo-furanose

: 78249-24-8
(4S,5S)-2-<(2S,3S,4R,5R)-7-(Benzyloxy)-3,5-(benzylidenedioxy)-4-methoxy-2-butylheptyl>-4-(methoxymethyl)-5-phenyl-2-oxazoline

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / 1.) NaH / tetrahydrofuran / 1.) reflux, 1h, 2.) 25 deg C, 17.5h

2: 4percent H₂SO₄ aq / dioxane / 2 h / Heating

3: NaBH₄ / ethanol / 72 h / Ambient temperature

4: H₂SO₄ aq / CH₂Cl₂ / 46 h / molecular sieves

5: 90 percent / CrO₃, (CH₃CO)2O, C₅H₅N / CH₂Cl₂ / 0.33 h

6: NaH / 1.) 1,2-dimethoxyethane, room temp., 70 min, 2.) dimethoxyethane, 0 deg C, 4h

7: 78 percent / tetrahydrofuran; hexane / 2 h / -78 °C

With pyridine; chromium(VI) oxide; sodium tetrahydroborate; sulfuric acid; acetic anhydride; sodium hydride; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane;
DOI:10.1021/jo00332a023