5-O-[(1,1-Dimethylethyl)dimethylsilyl]-3-O-(1,4-dioxopentyl)-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-5-O-[(4-methoxyphenyl)-diphenylmethyl]-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)-5-O-[(4-methoxyphenyl)-diphenylmethyl]-D-ribitol
CAS No.:117326-04-2
Molecular Formula:C₇₀H₈₂O₁₃Si
Molecular Weight:1159.5
Hs Code.:

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

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)-5-O-[(4-methoxyphenyl)-diphenylmethyl]-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)-5-O-[(4-methoxyphenyl)-diphenylmethyl]-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)-5-O-[(4-methoxyphenyl)-diphenylmethyl]-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)-5-O-[(4-methoxyphenyl)-diphenylmethyl]-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: 97.0%

: 117326-03-1
(2R,3R,4R,5R)-4-Benzyloxymethoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-{(2S,3R,4R)-2,3,4-tris-benzyloxy-5-[(4-methoxy-phenyl)-diphenyl-methoxy]-pentyloxy}-tetrahydro-furan-3-ol

: 123-76-2
levulinic acid

: 117326-04-2
5-O-[(1,1-Dimethylethyl)dimethylsilyl]-3-O-(1,4-dioxopentyl)-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-5-O-[(4-methoxyphenyl)-diphenylmethyl]-D-ribitol

Guidance literature:: With dicyclohexyl-carbodiimide; dmap; In diethyl ether; for 24h; Ambient temperature;
DOI:10.1016/S0040-4039(00)80342-1

Reference yield:

: 117325-94-7
5-O-[(4-Methoxyphenyl)diphenylmethyl]-2,3,4-tris-O-(phenylmethyl)-D-ribose-diethyldithioacetal

: 117326-04-2
5-O-[(1,1-Dimethylethyl)dimethylsilyl]-3-O-(1,4-dioxopentyl)-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-5-O-[(4-methoxyphenyl)-diphenylmethyl]-D-ribitol

Guidance literature:: Multi-step reaction with 11 steps

1: p-toluenesulfonic acid / methanol

2: 98 percent / pyridine / DMAP / CH₂Cl₂ / Ambient temperature

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

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

5: 2.) pyridine

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

7: tetra-n-butylammonium fluoride

8: 96 percent / silver nitrate, DMAP / tetrahydrofuran

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

10: 90 percent / pyridine / DMAP / CH₂Cl₂ / Ambient temperature

11: 97 percent / DCC / DMAP / diethyl ether / 24 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; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; mercury dichloride; dmap; silver nitrate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(00)80342-1

Reference yield:

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

: 117326-04-2
5-O-[(1,1-Dimethylethyl)dimethylsilyl]-3-O-(1,4-dioxopentyl)-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-5-O-[(4-methoxyphenyl)-diphenylmethyl]-D-ribitol

Guidance literature:: Multi-step reaction with 9 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

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; dmap; silver nitrate; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(00)80342-1