(3S,4S)-4-Benzo[1,3]dioxol-5-ylmethyl-3-benzyl-tetrahydro-furan-2,3-diol

Base Information

Chemical Name:(3S,4S)-4-Benzo[1,3]dioxol-5-ylmethyl-3-benzyl-tetrahydro-furan-2,3-diol
CAS No.:207591-88-6
Molecular Formula:C₁₉H₂₀O₅
Molecular Weight:328.365
Hs Code.:

Synonyms:(3S,4S)-4-Benzo[1,3]dioxol-5-ylmethyl-3-benzyl-tetrahydro-furan-2,3-diol

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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 (3S,4S)-4-Benzo[1,3]dioxol-5-ylmethyl-3-benzyl-tetrahydro-furan-2,3-diol

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Technology Process of (3S,4S)-4-Benzo[1,3]dioxol-5-ylmethyl-3-benzyl-tetrahydro-furan-2,3-diol

There total 9 articles about (3S,4S)-4-Benzo[1,3]dioxol-5-ylmethyl-3-benzyl-tetrahydro-furan-2,3-diol 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: 88.0%

: 207591-95-5
Acetic acid (2S,3S)-2-benzo[1,3]dioxol-5-ylmethyl-3-formyl-4-phenyl-3-triethylsilanyloxy-butyl ester

: 207591-88-6
(3S,4S)-4-Benzo[1,3]dioxol-5-ylmethyl-3-benzyl-tetrahydro-furan-2,3-diol

Guidance literature:: With potassium carbonate; In methanol; for 0.5h; Ambient temperature;
DOI:10.1271/bbb.62.521

Reference yield:

: 195141-43-6
(2S,4S)-4-Benzo[1,3]dioxol-5-ylmethyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-dihydro-furan-3-one

: 207591-88-6
(3S,4S)-4-Benzo[1,3]dioxol-5-ylmethyl-3-benzyl-tetrahydro-furan-2,3-diol

Guidance literature:: Multi-step reaction with 8 steps

1: 78 percent / tetrahydrofuran; diethyl ether / 0.5 h / 5 °C

2: 88 percent / n-Bu₄NF / tetrahydrofuran / 0.5 h / 0 °C

3: 74 percent / PPh₃, I₂, imidazole / toluene / 1 h / Heating

4: 95 percent / Zn / ethanol / 0.5 h / Heating

5: 89 percent / DMAP / 1 h / Ambient temperature

6: 71 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / Ambient temperature

7: 1.) OsO₄, NMO, 2. ) NaIO₄ / 1.) acetone, t-BuOH, H₂O, room temperature, 24 h, 2.) EtOAc, H₂O, room temperature, 2 h

8: 88 percent / K₂CO₃ / methanol / 0.5 h / Ambient temperature

With 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; iodine; potassium carbonate; triphenylphosphine; zinc; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; toluene;
DOI:10.1271/bbb.62.521

Reference yield:

: 207591-92-2
(2S,3R)-2-Benzo[1,3]dioxol-5-ylmethyl-3-benzyl-pent-4-ene-1,3-diol

: 207591-88-6
(3S,4S)-4-Benzo[1,3]dioxol-5-ylmethyl-3-benzyl-tetrahydro-furan-2,3-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / DMAP / 1 h / Ambient temperature

2: 71 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / Ambient temperature

3: 1.) OsO₄, NMO, 2. ) NaIO₄ / 1.) acetone, t-BuOH, H₂O, room temperature, 24 h, 2.) EtOAc, H₂O, room temperature, 2 h

4: 88 percent / K₂CO₃ / methanol / 0.5 h / Ambient temperature

With 2,6-dimethylpyridine; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; potassium carbonate; In methanol; dichloromethane;
DOI:10.1271/bbb.62.521