methyl (2'S,3'S)-5-O-cinnamoyl-1-O-methyl-3-O,4-O-(2',3'-dimethoxybutane-2',3'-diyl)quinate

Base Information

Chemical Name:methyl (2'S,3'S)-5-O-cinnamoyl-1-O-methyl-3-O,4-O-(2',3'-dimethoxybutane-2',3'-diyl)quinate
CAS No.:943768-46-5
Molecular Formula:C₂₄H₃₂O₉
Molecular Weight:464.513
Hs Code.:

Synonyms:methyl (2'S,3'S)-5-O-cinnamoyl-1-O-methyl-3-O,4-O-(2',3'-dimethoxybutane-2',3'-diyl)quinate

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Chemical Property of methyl (2'S,3'S)-5-O-cinnamoyl-1-O-methyl-3-O,4-O-(2',3'-dimethoxybutane-2',3'-diyl)quinate

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Technology Process of methyl (2'S,3'S)-5-O-cinnamoyl-1-O-methyl-3-O,4-O-(2',3'-dimethoxybutane-2',3'-diyl)quinate

There total 4 articles about methyl (2'S,3'S)-5-O-cinnamoyl-1-O-methyl-3-O,4-O-(2',3'-dimethoxybutane-2',3'-diyl)quinate 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: 98.0%

: 943768-45-4
methyl (2'S,3'S)-3-O,4-O-(2',3'-dimethoxybutane-2',3'-diyl)quinate

: 102-92-1,17082-09-6
Cinnamoyl chloride

: 943768-46-5
methyl (2'S,3'S)-5-O-cinnamoyl-1-O-methyl-3-O,4-O-(2',3'-dimethoxybutane-2',3'-diyl)quinate

Guidance literature:: With pyridine; In dichloromethane;
DOI:10.3987/com-06-s(k)6

Reference yield:

: 943768-44-3
methyl (2'S,3'S)-5-O-t-butyldimethylsilyl-1-O-methyl-3-O,4-O-(2',3'-dimethoxybutane-2',3'-diyl)quinate

: 943768-46-5
methyl (2'S,3'S)-5-O-cinnamoyl-1-O-methyl-3-O,4-O-(2',3'-dimethoxybutane-2',3'-diyl)quinate

Guidance literature:: Multi-step reaction with 2 steps

1: 30 percent / tetrabutylammonium fluoride / tetrahydrofuran / 15 h / 40 °C

2: pyridine / 0 - 40 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2005.07.146

Reference yield:

: 176798-26-8
(2S,3S,4aR,6S,8R,8aR)-6,8-Dihydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester

: 943768-46-5
methyl (2'S,3'S)-5-O-cinnamoyl-1-O-methyl-3-O,4-O-(2',3'-dimethoxybutane-2',3'-diyl)quinate

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / imidazole / dimethylformamide / 5 h / 20 °C

2: 100 percent / NaH / dimethylformamide / 2 h / 40 °C

3: 30 percent / tetrabutylammonium fluoride / tetrahydrofuran / 15 h / 40 °C

4: pyridine / 0 - 40 °C

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.07.146