(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3,4,5-triol

Base Information

Chemical Name:(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3,4,5-triol
CAS No.:935859-70-4
Molecular Formula:C₂₄H₃₆O₁₆
Molecular Weight:580.54
Hs Code.:

(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3,4,5-triol

Synonyms:(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3,4,5-triol

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Chemical Property of (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3,4,5-triol

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Technology Process of (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3,4,5-triol

There total 4 articles about (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3,4,5-triol 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:

: 904314-10-9
4-methoxyphenyl [(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->6)]-(2,3-di-O-benzyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 935859-70-4
(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3,4,5-triol

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; at 20 ℃; for 12h; under 760 Torr;
DOI:10.1021/jo0525682

Reference yield:

: 904314-11-0
4-methoxyphenyl (2,3,4-tri-O-acetyl-α-D-xylopyranosyl)-(1->6)-(2,3,4-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

: 935859-70-4
(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3,4,5-triol

Guidance literature:: With sodium methylate; In methanol; at 0 ℃; for 5h;
DOI:10.1021/jo0525682

Reference yield:

: 20452-28-2,64244-01-5,105026-42-4,122604-15-3
phenyl 1-thio-β-D-xylopyranoside

: 935859-70-4
(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / NaH; Bu₄NI / dimethylformamide / 12 h / 20 °C

2: 43 percent / N-iodosuccinimide; TMSOTf / diethyl ether; CH₂Cl₂ / 3 h / 0 °C

3: H₂ / Pd/C / methanol; tetrahydrofuran / 12 h / 20 °C / 760 Torr

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0525682