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

Base Information

Chemical Name:5-O-[(1,1-Dimethylethyl)dimethylsilyl]-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-5-O-(trimethylacetyl)-D-ribitol
CAS No.:117326-01-9
Molecular Formula:C₅₀H₆₈O₁₁Si
Molecular Weight:873.169
Hs Code.:

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

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

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

There total 12 articles about 5-O-[(1,1-Dimethylethyl)dimethylsilyl]-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-5-O-(trimethylacetyl)-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: 96.0%

: 117326-00-8
2,2-Dimethyl-propionic acid (2R,3S,4S)-2,3,4-tris-benzyloxy-5-((2R,3R,4R,5R)-3-benzyloxymethoxy-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yloxy)-pentyl ester

: 18162-48-6
tert-butyldimethylsilyl chloride

: 117326-01-9
5-O-[(1,1-Dimethylethyl)dimethylsilyl]-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-5-O-(trimethylacetyl)-D-ribitol

Guidance literature:: dmap; silver nitrate; In tetrahydrofuran;
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

: 117326-01-9
5-O-[(1,1-Dimethylethyl)dimethylsilyl]-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-5-O-(trimethylacetyl)-D-ribitol

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 3282-30-2
pivaloyl chloride

: 117326-01-9
5-O-[(1,1-Dimethylethyl)dimethylsilyl]-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-5-O-(trimethylacetyl)-D-ribitol

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / pyridine / DMAP / CH₂Cl₂ / Ambient temperature

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

3: 97 percent / silver perchlorate, 4-Angstroem molecular sieves / acetonitrile / -40 °C

4: 2.) pyridine

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

6: tetra-n-butylammonium fluoride

7: 96 percent / silver nitrate, DMAP / tetrahydrofuran

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