5-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-2-(methylthio)oxazole

Base Information

Chemical Name:5-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-2-(methylthio)oxazole
CAS No.:260439-74-5
Molecular Formula:C₂₄H₂₇NO₆S
Molecular Weight:457.547
Hs Code.:

Synonyms:5-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-2-(methylthio)oxazole

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Chemical Property of 5-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-2-(methylthio)oxazole

Chemical Property:

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Technology Process of 5-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-2-(methylthio)oxazole

There total 15 articles about 5-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-2-(methylthio)oxazole 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:

: 223591-10-4
(2R,3S,4S)-3-benzyloxy-4-benzyloxymethyl-2-formyl-4-hydroxytetrahydrofuran

: 5-lithio-2-(methylthio)oxazole

: 260439-74-5
5-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-2-(methylthio)oxazole

: 260439-84-7
5-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-2-(methylthio)oxazole

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at -78 ℃; for 13h;
DOI:10.1016/S0040-4020(02)00226-0

Reference yield:

: 55797-67-6
((3aS,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4,4-diyl)dimethanol

: 260439-74-5
5-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-2-(methylthio)oxazole

Guidance literature:: Multi-step reaction with 10 steps

1.1: 70 percent / Et₃N / CH₂Cl₂ / 13 h / 20 °C

2.1: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 17 h / 20 °C

3.1: 77 percent / TFA / tetrahydrofuran; H₂O / 0.33 h / 20 °C

4.1: 100 percent / ZnCl₂ / 2 h / 20 °C

5.1: 9 percent / DIBAH / CH₂Cl₂ / 6 h / 0 - 20 °C

6.1: 95 percent / NaN(TMS)2 / tetrahydrofuran / 3 h / 20 °C

7.1: 100 percent / TBAF / tetrahydrofuran / 6 h / 20 °C

8.1: NaH / dimethylformamide / 0.17 h / 0 °C

8.2: 92 percent / dimethylformamide / 7 h / 20 °C

9.1: 100 percent / 10 percent HCl / H₂O; tetrahydrofuran / 2 h / 20 °C

10.1: MgBr₂; TMEDA / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; dmap; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; triethylamine; trifluoroacetic acid; magnesium bromide; zinc(II) chloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 10.1: Grignard reaction;
DOI:10.1016/S0040-4020(02)00226-0

Reference yield:

: 100-39-0
benzyl bromide

: 260439-74-5
5-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-2-(methylthio)oxazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.17 h / 0 °C

1.2: 92 percent / dimethylformamide / 7 h / 20 °C

2.1: 100 percent / 10 percent HCl / H₂O; tetrahydrofuran / 2 h / 20 °C

3.1: MgBr₂; TMEDA / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; N,N,N,N,-tetramethylethylenediamine; sodium hydride; magnesium bromide; In tetrahydrofuran; water; N,N-dimethyl-formamide; 3.1: Grignard reaction;
DOI:10.1016/S0040-4020(02)00226-0