(3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-5-(S)-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole

Base Information

Chemical Name:(3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-5-(S)-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole
CAS No.:129272-55-5
Molecular Formula:C₁₉H₂₆O₆
Molecular Weight:350.412
Hs Code.:

Synonyms:(3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-5-(S)-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole

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Chemical Property of (3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-5-(S)-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole

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Technology Process of (3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-5-(S)-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole

There total 7 articles about (3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-5-(S)-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole 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: 96.0%

: 133839-41-5
3-deoxy-1,2-O-isopropylidene-5-O-methanesulfonyl-3-C-<2-(4-methoxybenzyloxy)ethyl>-α-D-allofuranose

: 129272-55-5
(3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-5-(S)-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole

Guidance literature:: With potassium carbonate; In methanol; for 2h; Ambient temperature;
DOI:10.1248/cpb.39.64

Reference yield:

: 120400-68-2
(R)-1-{(3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-ethane-1,2-diol

: 129272-55-5
(3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-5-(S)-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole

Guidance literature:: Yield given. Multistep reaction;

Reference yield:

: 18427-19-5
1,2;5,6-di-O-isopropylidene-3-(2-hydroxyethyl)-α-D-allofuranoside

: 129272-55-5
(3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-5-(S)-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 6 steps

1: 1) NaH / 1) THF, DMF, r.t., 2h, 2) 2.5h

2: 2percent H₂SO₄ / methanol / 5 h / Ambient temperature

3: imidazole / CH₂Cl₂ / 1 h / ice-bath

4: 97.9 percent / pyridine / 6 h / Ambient temperature

5: 91 percent / 1N HCl / tetrahydrofuran / 1 h / Ambient temperature

6: 96 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; sulfuric acid; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1248/cpb.39.64