(2S,3S)-3-O-caffeyl-2,3,4-trihydroxy-2-methylbutan-1,4-olide

Base Information

Chemical Name:(2S,3S)-3-O-caffeyl-2,3,4-trihydroxy-2-methylbutan-1,4-olide
CAS No.:144881-15-2
Molecular Formula:C₁₄H₁₄O₇
Molecular Weight:294.261
Hs Code.:

Synonyms:

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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 (2S,3S)-3-O-caffeyl-2,3,4-trihydroxy-2-methylbutan-1,4-olide

Chemical Property:

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Technology Process of (2S,3S)-3-O-caffeyl-2,3,4-trihydroxy-2-methylbutan-1,4-olide

There total 8 articles about (2S,3S)-3-O-caffeyl-2,3,4-trihydroxy-2-methylbutan-1,4-olide 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: 46.0%

: (2S,3S)-3-O-(di-O-t-butyldimethylsilylcaffeyl)-2,3,4-trihydroxy-2-methylbutan-1,4-olide

: 144881-15-2
(2S,3S)-3-O-caffeyl-2,3,4-trihydroxy-2-methylbutan-1,4-olide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h; Ambient temperature;

Reference yield:

: 153096-74-3
(2R,3S)-3,4-di-O-benzyl-2-methylbutane-1,2,3,4-tetraol

: 144881-15-2
(2S,3S)-3-O-caffeyl-2,3,4-trihydroxy-2-methylbutan-1,4-olide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) sulfur trioxide-pyridine complex, Et₃N, 2.) aq. NaClO₂, 2-methyl-2-butene, NaH₂PO₄*2H₂O / 1.) DMSO, RT, 1 h, 2.) t-BuOH, RT, 18 h

2: diethyl ether

3: H₂ / Pd(OH)2 / ethanol / Ambient temperature

4: camphorsulphonic acid / benzene / 1 h / Heating

5: 80 percent / dicyclohexylcarbodiimide, N,N-dimethylaminopyridine / CH₂Cl₂ / 18 h / Ambient temperature

6: 46 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature

With dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; sulfur trioxide pyridine complex; triethylamine; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; benzene;

Reference yield:

: (2S,3S)-3,4-Bis-benzyloxy-2-hydroxy-2-methyl-butyric acid

: 144881-15-2
(2S,3S)-3-O-caffeyl-2,3,4-trihydroxy-2-methylbutan-1,4-olide

Guidance literature:: Multi-step reaction with 5 steps

1: diethyl ether

2: H₂ / Pd(OH)2 / ethanol / Ambient temperature

3: camphorsulphonic acid / benzene / 1 h / Heating

4: 80 percent / dicyclohexylcarbodiimide, N,N-dimethylaminopyridine / CH₂Cl₂ / 18 h / Ambient temperature

5: 46 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature

With dmap; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; benzene;