3-Hydroxy-4-[hydroxy-(2-methoxy-4-methoxymethoxy-phenyl)-methyl]-3-hydroxymethyl-dihydro-furan-2-one

Base Information

Chemical Name:3-Hydroxy-4-[hydroxy-(2-methoxy-4-methoxymethoxy-phenyl)-methyl]-3-hydroxymethyl-dihydro-furan-2-one
CAS No.:142216-58-8
Molecular Formula:C₁₅H₂₀O₈
Molecular Weight:328.319
Hs Code.:

Synonyms:3-Hydroxy-4-[hydroxy-(2-methoxy-4-methoxymethoxy-phenyl)-methyl]-3-hydroxymethyl-dihydro-furan-2-one

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Chemical Property of 3-Hydroxy-4-[hydroxy-(2-methoxy-4-methoxymethoxy-phenyl)-methyl]-3-hydroxymethyl-dihydro-furan-2-one

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Technology Process of 3-Hydroxy-4-[hydroxy-(2-methoxy-4-methoxymethoxy-phenyl)-methyl]-3-hydroxymethyl-dihydro-furan-2-one

There total 20 articles about 3-Hydroxy-4-[hydroxy-(2-methoxy-4-methoxymethoxy-phenyl)-methyl]-3-hydroxymethyl-dihydro-furan-2-one 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: 70.0%

: 142206-87-9,142291-87-0
erythro-4-<1-(tert-butyldimethylsilyl)oxy-1-(2-methoxy-4-methoxymethoxyphenyl)methyl>-3-hydroxy-3-hydroxymethyldihydro-2(3H)-furanone

: 142216-58-8
3-Hydroxy-4-[hydroxy-(2-methoxy-4-methoxymethoxy-phenyl)-methyl]-3-hydroxymethyl-dihydro-furan-2-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;

Reference yield: 24.0%

: 142206-87-9,142291-87-0
threo-4-<1-(tert-butyldimethylsilyl)oxy-1-(2-methoxy-4-methoxymethoxyphenyl)methyl>-3-hydroxy-3-hydroxymethyldihydro-2(3H)-furanone

: 142216-58-8
3-Hydroxy-4-[hydroxy-(2-methoxy-4-methoxymethoxy-phenyl)-methyl]-3-hydroxymethyl-dihydro-furan-2-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 3h;

Reference yield:

: 95332-26-6
2-hydroxy-4-(methoxymethyloxy)benzaldehyde

: 142216-58-8
3-Hydroxy-4-[hydroxy-(2-methoxy-4-methoxymethoxy-phenyl)-methyl]-3-hydroxymethyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: 86 percent / NaOH, Adogen 464 / H₂O; CH₂Cl₂ / 5 h / Ambient temperature

2: 1) LDA / 1) THF, hexane, -75 deg C, 30 min, 2) THF, hexane, -75 deg C, 3 h

3: 83 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / Ambient temperature

4: 90 percent / LiAlH₄ / diethyl ether / 0.5 h / -10 °C

5: 1) 2percent aq. OsO₄, N-methylmorpholine N-oxide, 2) NaIO₄ / 1) acetone, t-BuOH, r.t., 36 h, 2) EtOAc, H₂O, r.t., 16 h

6: 94 percent / Ag₂CO₃, celite / benzene / 0.25 h / Heating

7: 1) Et₃N, MeSO₂Cl, 2) 1,8-diazabicyclo<5.4.0>undec-7-ene / 1) benzene, ice bath, 2 h, 2) benzene, r.t., 2 h

8: 99 percent / 1percent aq. OsO₄, N-methylmorpholine N-oxide / acetone; 2-methyl-propan-2-ol / 24 h / Ambient temperature

9: 70 percent / Bu₄NF / tetrahydrofuran / 1 h / 0 °C

With 2,6-dimethylpyridine; sodium hydroxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; adogen 464; Celite; tetrabutyl ammonium fluoride; methanesulfonyl chloride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; silver carbonate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; tert-butyl alcohol; benzene;