1-[2,2-dimethyl-(6S)-O-(S-methyl dithiocarbonyl)-(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-(6S)-O-(S-methyl dithiocarbonyl)-(3aR,5R,6aR)perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethyl-(1RS)-O-(S-methyl dithiocarbonate)
CAS No.:245441-88-7
Molecular Formula:C₁₈H₂₂O₅S₄
Molecular Weight:446.634
Hs Code.:

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

There total 1 articles about 1-[2,2-dimethyl-(6S)-O-(S-methyl dithiocarbonyl)-(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: 94.0%

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

: 245441-87-6
1,2-O-isopropylidene-5-C-phenyl-β-L-ido/α-D-gluco-pentofuranose

: 74-88-4
methyl iodide

: 245441-88-7
1-[2,2-dimethyl-(6S)-O-(S-methyl dithiocarbonyl)-(3aR,5R,6aR)perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethyl-(1RS)-O-(S-methyl dithiocarbonate)

Guidance literature:: 1,2-O-isopropylidene-5-C-phenyl-β-L-ido/α-D-gluco-pentofuranose; With sodium hydride; In tetrahydrofuran; hexane; at 0 ℃; for 15h;

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: 74.0%

: 245441-88-7
1-[2,2-dimethyl-(6S)-O-(S-methyl dithiocarbonyl)-(3aR,5R,6aR)perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethyl-(1RS)-O-(S-methyl dithiocarbonate)

: 245441-89-8
2,2-dimethyl-5-phenylmethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxole

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Heating;
DOI:10.1016/S0957-4166(00)00389-X

Reference yield:

: 245441-88-7
1-[2,2-dimethyl-(6S)-O-(S-methyl dithiocarbonyl)-(3aR,5R,6aR)perhydrofuro[2,3-d][1,3]dioxol-5-yl]-phenylmethyl-(1RS)-O-(S-methyl dithiocarbonate)

: 5-phenylmethyl-(2SR,3R,5R)-tetrahydrofuran-2,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / nBu₃SnH; AIBN / toluene / Heating

2: 85 percent / aq. AcOH; H₂SO₄ / 6 h / 45 °C

With 2,2'-azobis(isobutyronitrile); sulfuric acid; tri-n-butyl-tin hydride; acetic acid; In toluene; 1: deoxygenation / 2: Hydrolysis;
DOI:10.1016/S0957-4166(00)00389-X