Benzoic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((S)-2-hydroxy-5-oxo-2,5-dihydro-furan-2-yl)-methyl ester

Base Information

Chemical Name:Benzoic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((S)-2-hydroxy-5-oxo-2,5-dihydro-furan-2-yl)-methyl ester
CAS No.:159107-69-4
Molecular Formula:C₁₇H₁₈O₇
Molecular Weight:334.326
Hs Code.:

Synonyms:Benzoic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((S)-2-hydroxy-5-oxo-2,5-dihydro-furan-2-yl)-methyl ester

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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 Benzoic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((S)-2-hydroxy-5-oxo-2,5-dihydro-furan-2-yl)-methyl ester

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Technology Process of Benzoic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((S)-2-hydroxy-5-oxo-2,5-dihydro-furan-2-yl)-methyl ester

There total 7 articles about Benzoic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((S)-2-hydroxy-5-oxo-2,5-dihydro-furan-2-yl)-methyl ester 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: 93.0%

: 159107-65-0
(2R,3R)-3-O-benzoyl-1,2-O-isopropylidene-3-<2'-(5'-formylfuryl)>-1,2,3-propanetriol

: 159107-69-4
Benzoic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((S)-2-hydroxy-5-oxo-2,5-dihydro-furan-2-yl)-methyl ester

Guidance literature:: With rose bengal fixed on Sephadex QAE; oxygen; In methanol; for 1h; Irradiation;

Reference yield:

: 80541-31-7
2,2-dimethyl-4-(2-furyl)hydroxymethyl-1,3-dioxolane

: 159107-69-4
Benzoic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((S)-2-hydroxy-5-oxo-2,5-dihydro-furan-2-yl)-methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / imidazole / dimethylformamide / 5 h / 80 °C

2: 1.) butyllithium, 2.) dimethylformamide / 1.) THF, hexane, -40 deg C to 25 deg C, 4 h, 2.) THF, 0 deg C, 5 min

3: tetrabutylammonium fluoride / tetrahydrofuran / 3 h

4: pyridine, DMAP / CH₂Cl₂ / 4 h

5: 93 percent / rose bengal fixed on Sephadex QAE, oxygen / methanol / 1 h / Irradiation

With pyridine; 1H-imidazole; dmap; n-butyllithium; rose bengal fixed on Sephadex QAE; tetrabutyl ammonium fluoride; oxygen; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 119947-92-1
*,R^*)>-(2,2-Dimethyl-α-(2-furanyl)-1,3-dioxolan-4-yl)methyl tert-butyldimethylsilyl ether

: 159107-69-4
Benzoic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((S)-2-hydroxy-5-oxo-2,5-dihydro-furan-2-yl)-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) butyllithium, 2.) dimethylformamide / 1.) THF, hexane, -40 deg C to 25 deg C, 4 h, 2.) THF, 0 deg C, 5 min

2: tetrabutylammonium fluoride / tetrahydrofuran / 3 h

3: pyridine, DMAP / CH₂Cl₂ / 4 h

4: 93 percent / rose bengal fixed on Sephadex QAE, oxygen / methanol / 1 h / Irradiation

With pyridine; dmap; n-butyllithium; rose bengal fixed on Sephadex QAE; tetrabutyl ammonium fluoride; oxygen; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane;