benzyl 4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-1,4-immonium-D-arabinitol]-β-D-glucopyranoside inner salt

Base Information

Chemical Name:benzyl 4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-1,4-immonium-D-arabinitol]-β-D-glucopyranoside inner salt
CAS No.:913535-07-6
Molecular Formula:C₁₈H₂₇NO₁₁S
Molecular Weight:465.478
Hs Code.:

Synonyms:benzyl 4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-1,4-immonium-D-arabinitol]-β-D-glucopyranoside inner salt

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Chemical Property of benzyl 4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-1,4-immonium-D-arabinitol]-β-D-glucopyranoside inner salt

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Technology Process of benzyl 4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-1,4-immonium-D-arabinitol]-β-D-glucopyranoside inner salt

There total 6 articles about benzyl 4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-1,4-immonium-D-arabinitol]-β-D-glucopyranoside inner salt 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: 87.0%

: 913534-84-6
benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-2,3,5-tri-O-p-methoxybenzyl-1,4-iminonium-D-arabinitol]-β-D-glucopyranoside inner salt

: 913535-07-6
benzyl 4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-1,4-immonium-D-arabinitol]-β-D-glucopyranoside inner salt

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo071045m

Reference yield:

: C₁₉H₂₆O₈SO

: 913535-07-6
benzyl 4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-1,4-immonium-D-arabinitol]-β-D-glucopyranoside inner salt

Guidance literature:: Multi-step reaction with 3 steps

1: 0.9 g / NaIO₄ / RuCl₃*3H₂O / acetonitrile; CCl₄; H₂O / 3 h / 20 °C

2: 90 percent / K₂CO₃ / acetone / 12 h / 55 - 60 °C

3: 87 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

With sodium periodate; potassium carbonate; trifluoroacetic acid; ruthenium trichloride; In tetrachloromethane; dichloromethane; water; acetone; acetonitrile;
DOI:10.1021/jo071045m

Reference yield:

: 913534-77-7
benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-glucopyranoside

: 913535-07-6
benzyl 4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-1,4-immonium-D-arabinitol]-β-D-glucopyranoside inner salt

Guidance literature:: Multi-step reaction with 4 steps

1: SOCl₂; pyridine / CH₂Cl₂ / 0 - 20 °C

2: 0.9 g / NaIO₄ / RuCl₃*3H₂O / acetonitrile; CCl₄; H₂O / 3 h / 20 °C

3: 90 percent / K₂CO₃ / acetone / 12 h / 55 - 60 °C

4: 87 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

With pyridine; sodium periodate; thionyl chloride; potassium carbonate; trifluoroacetic acid; ruthenium trichloride; In tetrachloromethane; dichloromethane; water; acetone; acetonitrile;
DOI:10.1021/jo071045m