2,4-Dideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-2,4-dimethyl-3-O-(phenylmethyl)-L-xylose, Cyclic 1,3-Propanediyl Mercaptal (Dithiane 9)

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Chemical Name:2,4-Dideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-2,4-dimethyl-3-O-(phenylmethyl)-L-xylose, Cyclic 1,3-Propanediyl Mercaptal (Dithiane 9)
CAS No.:123992-09-6
Molecular Formula:C₃₃H₄₄O₂S₂Si
Molecular Weight:564.929
Hs Code.:

Synonyms:2,4-Dideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-2,4-dimethyl-3-O-(phenylmethyl)-L-xylose, Cyclic 1,3-Propanediyl Mercaptal (Dithiane 9)

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Chemical Property of 2,4-Dideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-2,4-dimethyl-3-O-(phenylmethyl)-L-xylose, Cyclic 1,3-Propanediyl Mercaptal (Dithiane 9)

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Technology Process of 2,4-Dideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-2,4-dimethyl-3-O-(phenylmethyl)-L-xylose, Cyclic 1,3-Propanediyl Mercaptal (Dithiane 9)

There total 6 articles about 2,4-Dideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-2,4-dimethyl-3-O-(phenylmethyl)-L-xylose, Cyclic 1,3-Propanediyl Mercaptal (Dithiane 9) 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: 100.0%

: 123992-08-5
2,4-Dideoxy-5-O-<(1,1-dimethylethyl)diphenylsolyl>-2,4-dimethyl-L-xylose, Cyclic 1,3-Propanediyl Mercaptal (Alcohol 8)

: 100-39-0
benzyl bromide

: 123992-09-6
2,4-Dideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-2,4-dimethyl-3-O-(phenylmethyl)-L-xylose, Cyclic 1,3-Propanediyl Mercaptal (Dithiane 9)

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 8h; Heating;
DOI:10.1021/jo00292a045

Reference yield:

: 36019-62-2
2,3-Dihydro-3,5-dimethyl-4H-pyran-4-one (Pyrone 4)

: 123992-09-6
2,4-Dideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-2,4-dimethyl-3-O-(phenylmethyl)-L-xylose, Cyclic 1,3-Propanediyl Mercaptal (Dithiane 9)

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / 1) cerium trichloride heptahydrate, NaBH₄, 2) p-toluene sulfonic acid / ethanol / 1) -15 deg C, 2) r.t., 1h

2: 80 percent / borane-dimethyl sulfide complex, NaOH, 30percent H₂O₂ / tetrahydrofuran; dimethylsulfoxide / 4 h

3: 64 percent / TiCl₄ / CH₂Cl₂ / 1) 0 deg C, 2) r.t., 1.5h

4: 88 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / Ambient temperature

5: 100 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 8 h / Heating

With dmap; sodium hydroxide; sodium tetrahydroborate; cerium(III) chloride; dimethylsulfide borane complex; dihydrogen peroxide; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00292a045

Reference yield:

: 124095-53-0
Methyl 2,4-Dideoxy-2,4-dimethyl-α-L-xylopyranoside (Pyran 6)

: 123992-09-6
2,4-Dideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-2,4-dimethyl-3-O-(phenylmethyl)-L-xylose, Cyclic 1,3-Propanediyl Mercaptal (Dithiane 9)

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / TiCl₄ / CH₂Cl₂ / 1) 0 deg C, 2) r.t., 1.5h

2: 88 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / Ambient temperature

3: 100 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 8 h / Heating

With dmap; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00292a045