3-Benzyloxy-4-[1-(3,4-bis-methoxymethoxy-phenyl)-2,3-dihydroxy-propoxy]-benzaldehyde

Base Information

Chemical Name:3-Benzyloxy-4-[1-(3,4-bis-methoxymethoxy-phenyl)-2,3-dihydroxy-propoxy]-benzaldehyde
CAS No.:114590-79-3
Molecular Formula:C₂₇H₃₀O₉
Molecular Weight:498.53
Hs Code.:

Synonyms:3-Benzyloxy-4-[1-(3,4-bis-methoxymethoxy-phenyl)-2,3-dihydroxy-propoxy]-benzaldehyde

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Chemical Property of 3-Benzyloxy-4-[1-(3,4-bis-methoxymethoxy-phenyl)-2,3-dihydroxy-propoxy]-benzaldehyde

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Technology Process of 3-Benzyloxy-4-[1-(3,4-bis-methoxymethoxy-phenyl)-2,3-dihydroxy-propoxy]-benzaldehyde

There total 5 articles about 3-Benzyloxy-4-[1-(3,4-bis-methoxymethoxy-phenyl)-2,3-dihydroxy-propoxy]-benzaldehyde 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: 81.0%

: 50773-56-3
3-benzyloxy-4-hydroxybenzaldehyde

: 114590-78-2
2,3-epoxy-3-<(3,4-dimethoxymethoxy)phenyl>-1-propanol

: 114590-79-3
3-Benzyloxy-4-[1-(3,4-bis-methoxymethoxy-phenyl)-2,3-dihydroxy-propoxy]-benzaldehyde

Guidance literature:: With sodium hydroxide; at 70 ℃; for 2.5h;
DOI:10.1248/cpb.35.3603

Reference yield:

: 331-39-5,501-16-6
caffeic acid

: 114590-79-3
3-Benzyloxy-4-[1-(3,4-bis-methoxymethoxy-phenyl)-2,3-dihydroxy-propoxy]-benzaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / cc. H₂SO₄ / 8 h / Heating

2: 1.) sodium hydride (NaH) / 1.) tetrahydrofuran (THF), 0 deg C to room temp., 1 h; 2.) THF, 0 deg C to room temp., 8 h

3: 78 percent / lithium aluminum hydride / diethyl ether; tetrahydrofuran / -10 °C

4: 84 percent / tert-butyl hydroperoxide (70percent), vanadyl acetylacetonate / H₂O; CH₂Cl₂ / 6 h / Ambient temperature

5: 81 percent / aq. sodium hydroxide (1percent) / 2.5 h / 70 °C

With tert.-butylhydroperoxide; sodium hydroxide; lithium aluminium tetrahydride; vanadyl acetylacetonate; sulfuric acid; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1248/cpb.35.3603

Reference yield:

: 3843-74-1,67667-67-8
Methyl caffeate

: 114590-79-3
3-Benzyloxy-4-[1-(3,4-bis-methoxymethoxy-phenyl)-2,3-dihydroxy-propoxy]-benzaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) sodium hydride (NaH) / 1.) tetrahydrofuran (THF), 0 deg C to room temp., 1 h; 2.) THF, 0 deg C to room temp., 8 h

2: 78 percent / lithium aluminum hydride / diethyl ether; tetrahydrofuran / -10 °C

3: 84 percent / tert-butyl hydroperoxide (70percent), vanadyl acetylacetonate / H₂O; CH₂Cl₂ / 6 h / Ambient temperature

4: 81 percent / aq. sodium hydroxide (1percent) / 2.5 h / 70 °C

With tert.-butylhydroperoxide; sodium hydroxide; lithium aluminium tetrahydride; vanadyl acetylacetonate; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1248/cpb.35.3603