[(R)-2-((2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

Base Information

Chemical Name:[(R)-2-((2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane
CAS No.:128775-68-8
Molecular Formula:C₄₇H₅₆O₆Si
Molecular Weight:745.044
Hs Code.:

Synonyms:[(R)-2-((2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

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Chemical Property of [(R)-2-((2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

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Technology Process of [(R)-2-((2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

There total 9 articles about [(R)-2-((2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane 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: 86.0%

: (2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-tetrahydro-pyran-3-ol

: 74-88-4
methyl iodide

: 128775-68-8
[(R)-2-((2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 3h; Ambient temperature;
DOI:10.1016/S0040-4039(01)93880-8

Reference yield:

: 128775-56-4
phenyl 3,4,6-tri-O-benzyl-1-seleno-β-D-glucopyranoside

: 128775-68-8
[(R)-2-((2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 50 percent / TsOH, pyridine / tetrahydrofuran / 1 h / Heating

2: 1) nBu₃SnH, AIBN; 2) m-chloroperoxybenzoic acid, BF₃*Et₂O / 1) benzene, reflux, 24 h; 2) CH₂Cl₂, room temp., 17 h

3: 77 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

4: 84 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

5: 86 percent / NaH / tetrahydrofuran / 3 h / Ambient temperature

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)93880-8

Reference yield:

: 135583-76-5
phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-seleno-β-D-glucopyranoside

: 128775-68-8
[(R)-2-((2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: MeONa / methanol / Ambient temperature

2: 50 percent / TsOH, pyridine / tetrahydrofuran / 1 h / Heating

3: 1) nBu₃SnH, AIBN; 2) m-chloroperoxybenzoic acid, BF₃*Et₂O / 1) benzene, reflux, 24 h; 2) CH₂Cl₂, room temp., 17 h

4: 77 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

5: 84 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

6: 86 percent / NaH / tetrahydrofuran / 3 h / Ambient temperature

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; sodium methylate; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)93880-8