5-[(2S,3S,4S,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-benzo[1,3]dioxole

Base Information

Chemical Name:5-[(2S,3S,4S,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-benzo[1,3]dioxole
CAS No.:898547-05-2
Molecular Formula:C₂₇H₂₈O₅
Molecular Weight:432.516
Hs Code.:

Synonyms:5-[(2S,3S,4S,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-benzo[1,3]dioxole

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Chemical Property of 5-[(2S,3S,4S,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-benzo[1,3]dioxole

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Technology Process of 5-[(2S,3S,4S,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-benzo[1,3]dioxole

There total 15 articles about 5-[(2S,3S,4S,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-benzo[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: 89.0%

: (2S,3S)-2-(4-Benzyloxy-3-methoxy-phenyl)-5-methoxy-3,4-dimethyl-tetrahydro-furan

: 274-09-9
Methylenedioxybenzene

: 898547-05-2
5-[(2S,3S,4S,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-benzo[1,3]dioxole

: (-)-(2S,3S,4S,5S)-talaumidin

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -78 ℃; for 13h;
DOI:10.1016/j.tetlet.2006.04.006

Reference yield:

: (4S,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-ol

: 898547-05-2
5-[(2S,3S,4S,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-benzo[1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

1: TsOH*H₂O / methanol / 10 h / 20 °C

2: 89 percent / SnCl₄ / CH₂Cl₂ / 13 h / -78 °C

With tin(IV) chloride; toluene-4-sulfonic acid; In methanol; dichloromethane; 2: Friedel-Crafts arylation;
DOI:10.1016/j.tetlet.2006.04.006

Reference yield:

: (4S,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-dihydro-furan-2-one

: 898547-05-2
5-[(2S,3S,4S,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-benzo[1,3]dioxole

Guidance literature:: Multi-step reaction with 3 steps

1: DIBAL / CH₂Cl₂ / 1 h / -78 °C

2: TsOH*H₂O / methanol / 10 h / 20 °C

3: 89 percent / SnCl₄ / CH₂Cl₂ / 13 h / -78 °C

With tin(IV) chloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; 3: Friedel-Crafts arylation;
DOI:10.1016/j.tetlet.2006.04.006