(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

Base Information

Chemical Name:(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
CAS No.:117326-03-1
Molecular Formula:C₆₅H₇₆O₁₁Si
Molecular Weight:1061.4
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 13 articles about (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 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: 90.0%

: 117326-02-0
5-O-[(1,1-Dimethylethyl)dimethylsilyl]-2-O-[(phenylmethoxy)methyl]-β-D-ribofuranosyl-2,3,4-tris-O-(phenylmethyl)-D-ribitol

: 14470-28-1
mono-4-methoxytrityl chloride

: 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

Guidance literature:: With pyridine; dmap; In dichloromethane; 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

: 117326-03-1
(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

Guidance literature:: Multi-step reaction with 10 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

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; mercury dichloride; dmap; silver nitrate; In tetrahydrofuran; methanol; 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

: 117326-03-1
(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

Guidance literature:: Multi-step reaction with 8 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

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