trans-caffeoyl-6-O-D-glucono-γ-lactone

Base Information

Chemical Name:trans-caffeoyl-6-O-D-glucono-γ-lactone
CAS No.:864512-90-3
Molecular Formula:C₁₅H₁₆O₉
Molecular Weight:340.287
Hs Code.:

Synonyms:trans-caffeoyl-6-O-D-glucono-γ-lactone

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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 trans-caffeoyl-6-O-D-glucono-γ-lactone

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Technology Process of trans-caffeoyl-6-O-D-glucono-γ-lactone

There total 19 articles about trans-caffeoyl-6-O-D-glucono-γ-lactone 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: 60.0%

: (2E)-(R)-2-((2S,3S,4R)-3,4-bis(methoxymethoxy)-5-oxotetrahydrofuran-2-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl 3-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)acrylate

: 864512-90-3
trans-caffeoyl-6-O-D-glucono-γ-lactone

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 0 - 20 ℃; for 24h; stereoselective reaction;
DOI:10.1016/j.tetlet.2015.02.028

Reference yield: 50.0%

: 1394245-90-9
C₃₉H₇₂O₉Si₄

: 864512-90-3
trans-caffeoyl-6-O-D-glucono-γ-lactone

Guidance literature:: C₃₉H₇₂O₉Si₄; With boron trifluoride diethyl etherate; In acetonitrile; at 0 ℃; for 0.333333h;

With water; sodium hydrogencarbonate; In acetonitrile;
DOI:10.1016/j.tet.2012.06.105

Reference yield:

: 1394245-86-3
C₂₄H₄₀O₇Si

: 864512-90-3
trans-caffeoyl-6-O-D-glucono-γ-lactone

Guidance literature:: Multi-step reaction with 9 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4.5 h / 20 °C

2: sodium hydride / tetrahydrofuran; mineral oil / 17 h / 0 - 20 °C

3: hydrogenchloride / water / 3 h / 0 - 50 °C

4: hydrogenchloride; water / 1,4-dioxane / 5 h / 90 °C

5: silver carbonate / toluene / 6 h / 80 °C

6: 1H-imidazole / N,N-dimethyl-formamide / 17 h / 20 °C

7: 20 % Pd(OH)2/C; hydrogen / ethanol / 1 h / 20 °C

8: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 4 h / 0 °C

9: boron trifluoride diethyl etherate / acetonitrile / 0.33 h / 0 °C

With 1H-imidazole; hydrogenchloride; dmap; 20 % Pd(OH)2/C; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; water; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; silver carbonate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 5: Fetizon oxidation;
DOI:10.1016/j.tet.2012.06.105