(4S)-2,2-Dimethyl-4-<(Z)-3-O-(O-methyl-L-mandeloyloxy)-2-phenylthio-2-propenoyl>-1,3-dioxolane

Base Information

Chemical Name:(4S)-2,2-Dimethyl-4-<(Z)-3-O-(O-methyl-L-mandeloyloxy)-2-phenylthio-2-propenoyl>-1,3-dioxolane
CAS No.:128990-19-2
Molecular Formula:C₂₃H₂₄O₆S
Molecular Weight:428.506
Hs Code.:

Synonyms:(4S)-2,2-Dimethyl-4-<(Z)-3-O-(O-methyl-L-mandeloyloxy)-2-phenylthio-2-propenoyl>-1,3-dioxolane

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Chemical Property of (4S)-2,2-Dimethyl-4-<(Z)-3-O-(O-methyl-L-mandeloyloxy)-2-phenylthio-2-propenoyl>-1,3-dioxolane

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Technology Process of (4S)-2,2-Dimethyl-4-<(Z)-3-O-(O-methyl-L-mandeloyloxy)-2-phenylthio-2-propenoyl>-1,3-dioxolane

There total 10 articles about (4S)-2,2-Dimethyl-4-<(Z)-3-O-(O-methyl-L-mandeloyloxy)-2-phenylthio-2-propenoyl>-1,3-dioxolane 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%

: 55137-68-3,34713-98-9,39098-93-6,56271-12-6
(S)-(+)-O-methylmandeloyl chloride

: 128990-17-0
(4S)-4-<(Z)-3-Hydroxy-2-phenylthio-2-propenoyl>-2,2-dimethyl-1,3-dioxolane

: 128990-19-2
(4S)-2,2-Dimethyl-4-<(Z)-3-O-(O-methyl-L-mandeloyloxy)-2-phenylthio-2-propenoyl>-1,3-dioxolane

Guidance literature:: With pyridine; In toluene; at 0 ℃; for 14h;
DOI:10.1016/S0040-4020(01)97598-2

Reference yield:

: 26164-26-1
(S)-2-methoxy-2-phenylacetic acid

: 128990-19-2
(4S)-2,2-Dimethyl-4-<(Z)-3-O-(O-methyl-L-mandeloyloxy)-2-phenylthio-2-propenoyl>-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl chloride / benzene / 14 h / Heating

2: 98 percent / pyridine / toluene / 14 h / 0 °C

With pyridine; oxalyl dichloride; In toluene; benzene;
DOI:10.1016/S0040-4020(01)97598-2

Reference yield:

: 160706-48-9
1,2-O-Isopropylidene-3-O-(tetrahydropyran-2-yl)-L-threitol

: 128990-19-2
(4S)-2,2-Dimethyl-4-<(Z)-3-O-(O-methyl-L-mandeloyloxy)-2-phenylthio-2-propenoyl>-1,3-dioxolane

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / pyridine / 14 h / 10 °C

2: 83 percent / methanol / 24 h / Ambient temperature

3: 84 percent / pyridinium p-toluenesulfonate / methanol / 0.83 h / 50 °C

4: 94 percent / DMSO, dicyclohexylcarbodiimide, pyridinium trifluoracetate / 1,2-dimethoxy-ethane / 14 h / Ambient temperature

5: 85 percent / 2 h / 70 °C

6: 80 percent / Ba(OH)2 / H₂O / 0.08 h / Heating

7: 98 percent / pyridine / toluene / 14 h / 0 °C

With pyridine; barium dihydroxide; pyridinium trifluroacetate; pyridinium p-toluenesulfonate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In methanol; 1,2-dimethoxyethane; water; toluene;
DOI:10.1016/S0040-4020(01)97598-2