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

Base Information

Chemical Name:(3S,4R)-3-[(1S)-1-[(tert-butyldimethylsilyl)oxy]-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-4-[(tert-butyldiphenylsilyl)oxy]methyldihydro-2(3H)-furanone
CAS No.:251940-60-0
Molecular Formula:C₃₆H₄₈O₇Si₂
Molecular Weight:648.944
Hs Code.:

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

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

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

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

There total 6 articles about (3S,4R)-3-[(1S)-1-[(tert-butyldimethylsilyl)oxy]-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-4-[(tert-butyldiphenylsilyl)oxy]methyldihydro-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: 82.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 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

: 251940-60-0
(3S,4R)-3-[(1S)-1-[(tert-butyldimethylsilyl)oxy]-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-4-[(tert-butyldiphenylsilyl)oxy]methyldihydro-2(3H)-furanone

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1271/bbb.63.1605

Reference yield:

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

: 251940-60-0
(3S,4R)-3-[(1S)-1-[(tert-butyldimethylsilyl)oxy]-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-4-[(tert-butyldiphenylsilyl)oxy]methyldihydro-2(3H)-furanone

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 82 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; silver carbonate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; toluene; 1: Oxidation / 2: Condensation / 3: silylation;
DOI:10.1271/bbb.63.1605

Reference yield:

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

: 251940-60-0
(3S,4R)-3-[(1S)-1-[(tert-butyldimethylsilyl)oxy]-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-4-[(tert-butyldiphenylsilyl)oxy]methyldihydro-2(3H)-furanone

Guidance literature:: Multi-step reaction with 2 steps

1: 43 percent / LDA / tetrahydrofuran / 2 h / -75 °C

2: 82 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 1: Condensation / 2: silylation;
DOI:10.1271/bbb.63.1605