Furan, tetrahydro-2,3-dimethoxy-4-methyl-5-[(1E)-2-phenylethenyl]-, (3R,4R,5R)-

Base Information

Chemical Name:Furan, tetrahydro-2,3-dimethoxy-4-methyl-5-[(1E)-2-phenylethenyl]-, (3R,4R,5R)-
CAS No.:602277-04-3
Molecular Formula:C15H20O3
Molecular Weight:248.322
Hs Code.:

Synonyms:

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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 Furan, tetrahydro-2,3-dimethoxy-4-methyl-5-[(1E)-2-phenylethenyl]-, (3R,4R,5R)-

Chemical Property:

Purity/Quality:

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Technology Process of Furan, tetrahydro-2,3-dimethoxy-4-methyl-5-[(1E)-2-phenylethenyl]-, (3R,4R,5R)-

There total 8 articles about Furan, tetrahydro-2,3-dimethoxy-4-methyl-5-[(1E)-2-phenylethenyl]-, (3R,4R,5R)- 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:

: 602277-03-2
(3R,4S,5R)-2-Methoxy-4-methyl-5-((E)-styryl)-tetrahydro-furan-3-ol

: 74-88-4
methyl iodide

: 602277-04-3
(3R,4R,5R)-2,3-Dimethoxy-4-methyl-5-((E)-styryl)-tetrahydro-furan

Guidance literature:: (1R, 2S)-2-Methyl-5-phenylsulfanylcyclohepta-3,5-dienol; With n-butyllithium; In tetrahydrofuran; at -78 - -5 ℃; for 1.5h;

methyl iodide; In tetrahydrofuran; at -90 - -50 ℃;
DOI:10.1002/anie.200350955

Reference yield:

: 18546-21-9
1,2:5,6-di-O-cyclohexylidene-α-D-ribo-3-hexofuranose-3-ulose

: 602277-04-3
(3R,4R,5R)-2,3-Dimethoxy-4-methyl-5-((E)-styryl)-tetrahydro-furan

Guidance literature:: Multi-step reaction with 7 steps

1.1: 67 percent / tetrahydrofuran / 0.5 h / -10 °C

2.1: 97 percent / H₂ / Pd/C / 3 h / 2585.74 Torr

3.1: 83 percent / aq. H₂SO₄ / methanol / 24 h

4.1: MsCl; NEt₃ / CH₂Cl₂ / 2 h / 0 - 20 °C

4.2: EtCOMe; NaI / CH₂Cl₂ / 6 h / Heating

5.1: 63 percent / PPh₃; NEt₃; TBAI / Pd(OAc)2 / dimethylformamide / 6 h / 110 °C

6.1: 82 percent / Amberlyst IR-120 (H+) resin / methanol / 8 h / Heating

7.1: 95 percent / NaH / tetrahydrofuran / 3 h / 20 °C

With Amberlyst IR-120 (H+) resin; sulfuric acid; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; methanesulfonyl chloride; triethylamine; triphenylphosphine; palladium diacetate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Wittig reaction / 5.1: Heck reaction;
DOI:10.1016/S0040-4039(03)01256-5

Reference yield:

: 23397-76-4
1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose

: 602277-04-3
(3R,4R,5R)-2,3-Dimethoxy-4-methyl-5-((E)-styryl)-tetrahydro-furan

Guidance literature:: Multi-step reaction with 8 steps

1.1: 78 percent / PDC; 4 Angstroem MS; Ac₂O / CH₂Cl₂ / 12 h / 20 °C

2.1: 67 percent / tetrahydrofuran / 0.5 h / -10 °C

3.1: 97 percent / H₂ / Pd/C / 3 h / 2585.74 Torr

4.1: 83 percent / aq. H₂SO₄ / methanol / 24 h

5.1: MsCl; NEt₃ / CH₂Cl₂ / 2 h / 0 - 20 °C

5.2: EtCOMe; NaI / CH₂Cl₂ / 6 h / Heating

6.1: 63 percent / PPh₃; NEt₃; TBAI / Pd(OAc)2 / dimethylformamide / 6 h / 110 °C

7.1: 82 percent / Amberlyst IR-120 (H+) resin / methanol / 8 h / Heating

8.1: 95 percent / NaH / tetrahydrofuran / 3 h / 20 °C

With dipyridinium dichromate; 4 Angstroem MS; Amberlyst IR-120 (H+) resin; sulfuric acid; hydrogen; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; methanesulfonyl chloride; triethylamine; triphenylphosphine; palladium diacetate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 2.1: Wittig reaction / 6.1: Heck reaction;
DOI:10.1016/S0040-4039(03)01256-5