5-O-[(1,1-Dimethylethyl)dimethylsilyl]-3-O-(1,4-dioxopentyl)-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-D-ribitol

Base Information

Chemical Name:5-O-[(1,1-Dimethylethyl)dimethylsilyl]-3-O-(1,4-dioxopentyl)-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-D-ribitol
CAS No.:117326-06-4
Molecular Formula:C₅₀H₆₆O₁₂Si
Molecular Weight:887.152
Hs Code.:

Synonyms:5-O-[(1,1-Dimethylethyl)dimethylsilyl]-3-O-(1,4-dioxopentyl)-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-D-ribitol

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Chemical Property of 5-O-[(1,1-Dimethylethyl)dimethylsilyl]-3-O-(1,4-dioxopentyl)-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-D-ribitol

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Technology Process of 5-O-[(1,1-Dimethylethyl)dimethylsilyl]-3-O-(1,4-dioxopentyl)-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-D-ribitol

There total 16 articles about 5-O-[(1,1-Dimethylethyl)dimethylsilyl]-3-O-(1,4-dioxopentyl)-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-D-ribitol 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:

: 117325-95-8
2,3,4-Tris-O-(phenylmethyl)-5-O-(trimethylacetyl)-D-ribose diethyldithioacetal

: 117326-06-4
5-O-[(1,1-Dimethylethyl)dimethylsilyl]-3-O-(1,4-dioxopentyl)-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-D-ribitol

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) HgCl₂, CdCO₃, 2.) NaBH₃CN, further reducing agent and solvent / 1.) acetone-water, 2.) dimethoxyethane

2: 97 percent / silver perchlorate, 4-Angstroem molecular sieves / acetonitrile / -40 °C

3: 2.) pyridine

4: Bu₄NI, DMAP, diisopropylethylamine / tetrahydrofuran / 96 h / Ambient temperature

5: tetra-n-butylammonium fluoride

6: 96 percent / silver nitrate, DMAP / tetrahydrofuran

7: LiEt₃BH / tetrahydrofuran / 3 h / 25 °C

8: 90 percent / pyridine / DMAP / CH₂Cl₂ / Ambient temperature

9: 97 percent / DCC / DMAP / diethyl ether / 24 h / Ambient temperature

10: trichloroacetic acid / CH₂Cl₂ / 0.08 h / Ambient temperature

With pyridine; dmap; cadmium(II) carbonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver perchlorate; tetra-(n-butyl)ammonium iodide; lithium triethylborohydride; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; mercury dichloride; trichloroacetic acid; dmap; silver nitrate; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(00)80342-1

Reference yield:

: 225797-51-3
(2R,3R,4R)-2,3,4-Trihydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxy]-pentanal

: 117326-06-4
5-O-[(1,1-Dimethylethyl)dimethylsilyl]-3-O-(1,4-dioxopentyl)-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-D-ribitol

Guidance literature:: Multi-step reaction with 13 steps

1: sodium hydride / dimethylformamide

2: p-toluenesulfonic acid / methanol

3: 98 percent / pyridine / DMAP / CH₂Cl₂ / Ambient temperature

4: 1.) HgCl₂, CdCO₃, 2.) NaBH₃CN, further reducing agent and solvent / 1.) acetone-water, 2.) dimethoxyethane

5: 97 percent / silver perchlorate, 4-Angstroem molecular sieves / acetonitrile / -40 °C

6: 2.) pyridine

7: Bu₄NI, DMAP, diisopropylethylamine / tetrahydrofuran / 96 h / Ambient temperature

8: tetra-n-butylammonium fluoride

9: 96 percent / silver nitrate, DMAP / tetrahydrofuran

10: LiEt₃BH / tetrahydrofuran / 3 h / 25 °C

11: 90 percent / pyridine / DMAP / CH₂Cl₂ / Ambient temperature

12: 97 percent / DCC / DMAP / diethyl ether / 24 h / Ambient temperature

13: trichloroacetic acid / CH₂Cl₂ / 0.08 h / Ambient temperature

With pyridine; dmap; cadmium(II) carbonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver perchlorate; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium triethylborohydride; sodium cyanoborohydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; mercury dichloride; trichloroacetic acid; dmap; silver nitrate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)80342-1

Reference yield:

: 117325-96-9
2,3,4-Tris-O-(phenylmethyl)-5-O-(trimethylacetyl)-D-ribitol

: 117326-06-4
5-O-[(1,1-Dimethylethyl)dimethylsilyl]-3-O-(1,4-dioxopentyl)-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-D-ribitol

Guidance literature:: Multi-step reaction with 9 steps

1: 97 percent / silver perchlorate, 4-Angstroem molecular sieves / acetonitrile / -40 °C

2: 2.) pyridine

3: Bu₄NI, DMAP, diisopropylethylamine / tetrahydrofuran / 96 h / Ambient temperature

4: tetra-n-butylammonium fluoride

5: 96 percent / silver nitrate, DMAP / tetrahydrofuran

6: LiEt₃BH / tetrahydrofuran / 3 h / 25 °C

7: 90 percent / pyridine / DMAP / CH₂Cl₂ / Ambient temperature

8: 97 percent / DCC / DMAP / diethyl ether / 24 h / Ambient temperature

9: trichloroacetic acid / CH₂Cl₂ / 0.08 h / Ambient temperature

With pyridine; dmap; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver perchlorate; tetra-(n-butyl)ammonium iodide; lithium triethylborohydride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trichloroacetic acid; dmap; silver nitrate; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(00)80342-1