(3R,4R)-4-tert-butyldiphenylsiloxy-3-(4-methoxybenzyloxy)dihydro-2(3H)-furanone

Base Information

Chemical Name:(3R,4R)-4-tert-butyldiphenylsiloxy-3-(4-methoxybenzyloxy)dihydro-2(3H)-furanone
CAS No.:440641-41-8
Molecular Formula:C₂₈H₃₂O₅Si
Molecular Weight:476.645
Hs Code.:

Synonyms:(3R,4R)-4-tert-butyldiphenylsiloxy-3-(4-methoxybenzyloxy)dihydro-2(3H)-furanone

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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 (3R,4R)-4-tert-butyldiphenylsiloxy-3-(4-methoxybenzyloxy)dihydro-2(3H)-furanone

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Technology Process of (3R,4R)-4-tert-butyldiphenylsiloxy-3-(4-methoxybenzyloxy)dihydro-2(3H)-furanone

There total 1 articles about (3R,4R)-4-tert-butyldiphenylsiloxy-3-(4-methoxybenzyloxy)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: 87.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: C₇H₁₀O₄(C₇H₆)3C₈₄H₈₇O₁₃P(C₆H₅)3⁽¹⁺⁾*I^(1-)

: 440641-41-8
(3R,4R)-4-tert-butyldiphenylsiloxy-3-(4-methoxybenzyloxy)dihydro-2(3H)-furanone

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/jo011157s

Reference yield: 95.0%

: 67-56-1
methanol

: 440641-41-8
(3R,4R)-4-tert-butyldiphenylsiloxy-3-(4-methoxybenzyloxy)dihydro-2(3H)-furanone

: 440640-93-7
methyl (2R,3R)-4-(tert-butyldiphenylsilyl)oxy-3-hydroxy-2-(4-methoxybenzyl)oxybutanoate

Guidance literature:: With caesium carbonate; at 0 ℃; for 1h;
DOI:10.1021/jo011157s

Reference yield:

: 440641-41-8
(3R,4R)-4-tert-butyldiphenylsiloxy-3-(4-methoxybenzyloxy)dihydro-2(3H)-furanone

: 440641-95-2
(2R,3S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5-oxo-4-(3-oxo-butyl)-3-trimethylsilanyloxy-tetrahydro-furan-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / Cs₂CO₃ / 1 h / 0 °C

2: 95 percent / DCC; DMAP / CH₂Cl₂ / 12 h / 20 °C

3: DDQ / CH₂Cl₂; H₂O / 12 h / 35 °C

4: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.17 h / 0 °C

5: 89 percent / H₂ / Pd/C / ethyl acetate / 15 h / 20 °C

6: 98 mg / tetrahydrofuran; various solvent(s) / 1 h / -78 °C

7: aluminum amalgam; H₂O; 2percent HgCl₂ / tetrahydrofuran / 3 h

With dmap; aluminium amalgam; water; hydrogen; caesium carbonate; Dess-Martin periodane; dicyclohexyl-carbodiimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; 4: Dess-Martin oxidation;
DOI:10.1021/jo011157s