2,3-bis(phenylmethyloxy)-5-[(1,1-dimethylethyl)dimethylsilyloxy]-D-xylose

Base Information

Chemical Name:2,3-bis(phenylmethyloxy)-5-[(1,1-dimethylethyl)dimethylsilyloxy]-D-xylose
CAS No.:763110-47-0
Molecular Formula:C₂₉H₄₆O₄S₂Si
Molecular Weight:550.899
Hs Code.:

Synonyms:2,3-bis(phenylmethyloxy)-5-[(1,1-dimethylethyl)dimethylsilyloxy]-D-xylose

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Chemical Property of 2,3-bis(phenylmethyloxy)-5-[(1,1-dimethylethyl)dimethylsilyloxy]-D-xylose

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Technology Process of 2,3-bis(phenylmethyloxy)-5-[(1,1-dimethylethyl)dimethylsilyloxy]-D-xylose

There total 1 articles about 2,3-bis(phenylmethyloxy)-5-[(1,1-dimethylethyl)dimethylsilyloxy]-D-xylose 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%

: 138535-84-9
2,3-di-O-benzyl-D-xylose diethyl dithioacetal

: 18162-48-6
tert-butyldimethylsilyl chloride

: 763110-47-0
2,3-bis(phenylmethyloxy)-5-[(1,1-dimethylethyl)dimethylsilyloxy]-D-xylose

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1039/b406280a

Reference yield:

: 763110-47-0
2,3-bis(phenylmethyloxy)-5-[(1,1-dimethylethyl)dimethylsilyloxy]-D-xylose

: 2,3-di-O-benzyl-5-O-tert-butyldimethylsilyl-D-xylose

Guidance literature:: With mercury dichloride; mercury(II) oxide; In acetone; at 60 ℃; for 3h;
DOI:10.1039/b406280a

Reference yield:

: 763110-47-0
2,3-bis(phenylmethyloxy)-5-[(1,1-dimethylethyl)dimethylsilyloxy]-D-xylose

: 763110-48-1
(3R,4S)-3,4-bis(phenylmethyloxy)-1-[(1,1-dimethylethyl)dimethylsilyloxy]hex-5-en-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. HgCl₂; HgO / acetone / 3 h / 60 °C

2.1: n-BuLi / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / 0 - 20 °C

2.2: 2.74 g / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 4 h / 20 °C

3.1: 91 percent / Dess-Martin periodinane / CH₂Cl₂ / 2.5 h / 20 °C

With n-butyllithium; Dess-Martin periodane; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; acetone; 2.2: Wittig methylenation;
DOI:10.1039/b406280a