(3S,4R)-4-[(tert-butyldiphenylsilyl)oxy]methyl-3-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]dihydro-2(3H)-furanone

Base Information

Chemical Name:(3S,4R)-4-[(tert-butyldiphenylsilyl)oxy]methyl-3-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]dihydro-2(3H)-furanone
CAS No.:251940-58-6
Molecular Formula:C₃₀H₃₄O₇Si
Molecular Weight:534.681
Hs Code.:

Synonyms:(3S,4R)-4-[(tert-butyldiphenylsilyl)oxy]methyl-3-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]dihydro-2(3H)-furanone

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Chemical Property of (3S,4R)-4-[(tert-butyldiphenylsilyl)oxy]methyl-3-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]dihydro-2(3H)-furanone

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Technology Process of (3S,4R)-4-[(tert-butyldiphenylsilyl)oxy]methyl-3-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]dihydro-2(3H)-furanone

There total 5 articles about (3S,4R)-4-[(tert-butyldiphenylsilyl)oxy]methyl-3-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]dihydro-2(3H)-furanone 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: 43.0%

: 5780-00-7
2-methoxy-4,5-methylenedioxybenzaldehyde

: 201804-35-5
(4R)-4-[(tert-butyldiphenylsilyl)oxy]methyldihydro-2(3H)-furanone

: 251940-58-6
(3S,4R)-4-[(tert-butyldiphenylsilyl)oxy]methyl-3-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]dihydro-2(3H)-furanone

: 251940-59-7
(3S,4R)-4-[(tert-butyldiphenylsilyl)oxy]methyl-3-[(1R)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]dihydro-2(3H)-furanone

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -75 ℃; for 2h;
DOI:10.1271/bbb.63.1605

Reference yield:

: 251940-57-5
(2R/S,4R)-4-[(tert-butyldiphenylsilyl)oxy]methyl-2-hydroxytetrahydrofuran

: 251940-58-6
(3S,4R)-4-[(tert-butyldiphenylsilyl)oxy]methyl-3-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]dihydro-2(3H)-furanone

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / Ag₃CO₃-Celite / toluene / 0.5 h / Heating

2: 43 percent / LDA / tetrahydrofuran / 2 h / -75 °C

With silver carbonate; lithium diisopropyl amide; In tetrahydrofuran; toluene; 1: Oxidation / 2: Condensation;
DOI:10.1271/bbb.63.1605

Reference yield:

: 251940-56-4
(2R,4S)-4-[(tert-butyldiphenylsilyl)oxy]methyl-1,2,5-pentanetriol

: 251940-58-6
(3S,4R)-4-[(tert-butyldiphenylsilyl)oxy]methyl-3-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]dihydro-2(3H)-furanone

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / NaIO₄ / 2-methyl-propan-2-ol; H₂O / 2.5 h / 20 °C

2: 87 percent / Ag₃CO₃-Celite / toluene / 0.5 h / Heating

3: 43 percent / LDA / tetrahydrofuran / 2 h / -75 °C

With sodium periodate; silver carbonate; lithium diisopropyl amide; In tetrahydrofuran; water; toluene; tert-butyl alcohol; 1: Oxidation / 2: Oxidation / 3: Condensation;
DOI:10.1271/bbb.63.1605