[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-2-((5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-2-((5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane
CAS No.:250226-67-6
Molecular Formula:C₅₀H₆₆O₉Si
Molecular Weight:839.154
Hs Code.:

[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-2-((5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Synonyms:[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-2-((5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-2-((5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-2-((5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

There total 29 articles about [(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-2-((5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-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: 98.0%

: 250226-66-5
Phosphoric acid (5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl ester diphenyl ester

: (2S,3S,4R,5R,6R)-3,4-Bis-benzyloxy-6-(9-bora-bicyclo[3.3.1]non-9-ylmethyl)-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-methoxymethoxy-ethyl)-tetrahydro-pyran

: 250226-67-6
[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-2-((5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: (2S,3S,4R,5R,6R)-3,4-Bis-benzyloxy-6-(9-bora-bicyclo[3.3.1]non-9-ylmethyl)-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-methoxymethoxy-ethyl)-tetrahydro-pyran; With sodium hydrogencarbonate; In tetrahydrofuran; at 20 ℃; for 0.25h;

Phosphoric acid (5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl ester diphenyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide; at 50 ℃; for 20h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1016/S0040-4020(02)00045-5

Reference yield: 91.0%

: 177328-07-3
Trifluoro-methanesulfonic acid (5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl ester

: 250226-65-4
[(3S,4R,5S,6S)-4,5-Bis-benzyloxy-6-(2-methoxymethoxy-ethyl)-2-methylene-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

: 250226-67-6
[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-2-((5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: [(3S,4R,5S,6S)-4,5-Bis-benzyloxy-6-(2-methoxymethoxy-ethyl)-2-methylene-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; for 2h; Heating;

With caesium carbonate; In tetrahydrofuran; at 20 ℃; for 0.25h;

Trifluoro-methanesulfonic acid (5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl ester; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenyl-arsane; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 14h;
DOI:10.1016/S0040-4020(02)00045-5

Reference yield:

: 250226-91-6
4,6-di-O-benzyl-2,3-dideoxy-D-gluconolactone

: 250226-67-6
[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-2-((5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / potassium bis(trimethylsilyl)amide; HMPA / tetrahydrofuran; toluene / 1 h / -78 °C

2.1: NaHCO₃ / Pd(PPh₃)4 / H₂O; tetrahydrofuran; dimethylformamide / 20 h / 50 °C

2.2: NaOH; aq. H₂O₂ / tetrahydrofuran / 0 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hexamethylsilazane; sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; 2.1: Suzuki cross-coupling;
DOI:10.1021/ol990885n