(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-5-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3,4,5-triol

Base Information

Chemical Name:(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-5-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3,4,5-triol
CAS No.:171614-56-5
Molecular Formula:C₆₃H₇₂O₁₅
Molecular Weight:1069.26
Hs Code.:

(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-5-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3,4,5-triol

Synonyms:(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-5-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3,4,5-triol

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Chemical Property of (2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-5-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3,4,5-triol

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Technology Process of (2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-5-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3,4,5-triol

There total 14 articles about (2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-5-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-benzyloxymethyl-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: 86.0%

: 171614-55-4
C₆₉H₇₈O₁₈

: 171614-56-5
(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-5-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: With potassium carbonate; In tetrahydrofuran; methanol;
DOI:10.1021/jo00125a005 DOI:10.1016/0040-4039(96)00177-3

Reference yield:

: 171614-53-2
Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-((2R,3R,4S,5R,6R)-2-allyloxy-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

: 171614-56-5
(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-5-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / Bu₂SnCl₂, AgOTf, 2,6-di-tert-butyl-4-methylpyridine, 4 A ms / toluene / 0 °C

2: 86 percent / K₂CO₃ / methanol; tetrahydrofuran

With 2,6-di-tert-butyl-4-methylpyridine; dibutyltin chloride; silver trifluoromethanesulfonate; potassium carbonate; In tetrahydrofuran; methanol; toluene;
DOI:10.1016/0040-4039(96)00177-3

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 171614-56-5
(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-5-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 5 steps

1: p-TsOH / dimethylformamide / 50 °C / reduced pressure

2: 85 percent / 0.1 M TMSOTf / CH₂Cl₂

3: 1.) NaCNBH₃, 3 A MS, 2.) HCl / 1.) THF, 2.) Et₂O

4: 90 percent / Bu₂SnCl₂, AgOTf, 2,6-di-tert-butyl-4-methylpyridine, 4 A MS / toluene / 0 °C

5: 86 percent / K₂CO₃ / methanol; tetrahydrofuran

With hydrogenchloride; 2,6-di-tert-butyl-4-methylpyridine; trimethylsilyl trifluoromethanesulfonate; dibutyltin chloride; silver trifluoromethanesulfonate; sodium cyanoborohydride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00125a005