1-[2,2-dimethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethyl-(1RS)-O-(S-methyl dithiocarbonate)

Base Information

Chemical Name:1-[2,2-dimethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethyl-(1RS)-O-(S-methyl dithiocarbonate)
CAS No.:321868-59-1
Molecular Formula:C₁₆H₂₀O₄S₂
Molecular Weight:340.464
Hs Code.:

Synonyms:1-[2,2-dimethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethyl-(1RS)-O-(S-methyl dithiocarbonate)

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Chemical Property of 1-[2,2-dimethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethyl-(1RS)-O-(S-methyl dithiocarbonate)

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Technology Process of 1-[2,2-dimethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethyl-(1RS)-O-(S-methyl dithiocarbonate)

There total 3 articles about 1-[2,2-dimethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethyl-(1RS)-O-(S-methyl dithiocarbonate) 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: 95.0%

: 75-15-0,12122-00-8
carbon disulfide

: 321868-54-6
1-[2,2-dimethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethan-(1RS)-ol

: 74-88-4
methyl iodide

: 321868-59-1
1-[2,2-dimethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethyl-(1RS)-O-(S-methyl dithiocarbonate)

Guidance literature:: 1-[2,2-dimethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethan-(1RS)-ol; With sodium hydride; In tetrahydrofuran; hexane; at 0 ℃; for 0.25h;

carbon disulfide; In tetrahydrofuran; hexane; at 0 ℃; for 0.25h;

methyl iodide; In tetrahydrofuran; hexane; at 0 - 20 ℃;
DOI:10.1016/S0957-4166(00)00389-X

Reference yield:

: 14260-67-4
(3aR,5R,6aR)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde

: 321868-59-1
1-[2,2-dimethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethyl-(1RS)-O-(S-methyl dithiocarbonate)

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 4.33 h / 0 °C

2.1: NaH / tetrahydrofuran; hexane / 0.25 h / 0 °C

2.2: tetrahydrofuran; hexane / 0.25 h / 0 °C

2.3: 95 percent / tetrahydrofuran; hexane / 0 - 20 °C

With sodium hydride; In tetrahydrofuran; hexane; 1.1: Addition / 2.1: Metallation / 2.2: Addition / 2.3: Methylation;
DOI:10.1016/S0957-4166(00)00389-X

Reference yield:

: 4005-46-3
(1R)-1-[(3aR,5R,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol

: 321868-59-1
1-[2,2-dimethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethyl-(1RS)-O-(S-methyl dithiocarbonate)

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. NaHCO₃; NaIO₄ / CH₂Cl₂; methanol / 2 h / 20 °C

2.1: tetrahydrofuran / 4.33 h / 0 °C

3.1: NaH / tetrahydrofuran; hexane / 0.25 h / 0 °C

3.2: tetrahydrofuran; hexane / 0.25 h / 0 °C

3.3: 95 percent / tetrahydrofuran; hexane / 0 - 20 °C

With sodium periodate; sodium hydride; sodium hydrogencarbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.1: oxidative cleavage / 2.1: Addition / 3.1: Metallation / 3.2: Addition / 3.3: Methylation;
DOI:10.1016/S0957-4166(00)00389-X