benzyl 2,3,6-tri-O-benzyl-4-O-[2,6-di-O-benzyl-3-O-[3,4,5-trideoxy-8,9-O-isopropylidene-7-O-methoxymethyl-α-D-arabino-non-4-en-2-ulopyranosylono-1'',4'-lactone]-β-D-galactopyranosyl]-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 2,3,6-tri-O-benzyl-4-O-[2,6-di-O-benzyl-3-O-[3,4,5-trideoxy-8,9-O-isopropylidene-7-O-methoxymethyl-α-D-arabino-non-4-en-2-ulopyranosylono-1'',4'-lactone]-β-D-galactopyranosyl]-β-D-glucopyranoside
CAS No.:255876-20-1
Molecular Formula:C₆₈H₇₆O₁₇
Molecular Weight:1165.34
Hs Code.:

benzyl 2,3,6-tri-O-benzyl-4-O-[2,6-di-O-benzyl-3-O-[3,4,5-trideoxy-8,9-O-isopropylidene-7-O-methoxymethyl-α-D-arabino-non-4-en-2-ulopyranosylono-1'',4'-lactone]-β-D-galactopyranosyl]-β-D-glucopyranoside

Synonyms:benzyl 2,3,6-tri-O-benzyl-4-O-[2,6-di-O-benzyl-3-O-[3,4,5-trideoxy-8,9-O-isopropylidene-7-O-methoxymethyl-α-D-arabino-non-4-en-2-ulopyranosylono-1'',4'-lactone]-β-D-galactopyranosyl]-β-D-glucopyranoside

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Chemical Property of benzyl 2,3,6-tri-O-benzyl-4-O-[2,6-di-O-benzyl-3-O-[3,4,5-trideoxy-8,9-O-isopropylidene-7-O-methoxymethyl-α-D-arabino-non-4-en-2-ulopyranosylono-1'',4'-lactone]-β-D-galactopyranosyl]-β-D-glucopyranoside

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Technology Process of benzyl 2,3,6-tri-O-benzyl-4-O-[2,6-di-O-benzyl-3-O-[3,4,5-trideoxy-8,9-O-isopropylidene-7-O-methoxymethyl-α-D-arabino-non-4-en-2-ulopyranosylono-1'',4'-lactone]-β-D-galactopyranosyl]-β-D-glucopyranoside

There total 6 articles about benzyl 2,3,6-tri-O-benzyl-4-O-[2,6-di-O-benzyl-3-O-[3,4,5-trideoxy-8,9-O-isopropylidene-7-O-methoxymethyl-α-D-arabino-non-4-en-2-ulopyranosylono-1'',4'-lactone]-β-D-galactopyranosyl]-β-D-glucopyranoside 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:

: 255876-17-6
C₇₄H₈₂O₁₇S

: 255876-20-1
benzyl 2,3,6-tri-O-benzyl-4-O-[2,6-di-O-benzyl-3-O-[3,4,5-trideoxy-8,9-O-isopropylidene-7-O-methoxymethyl-α-D-arabino-non-4-en-2-ulopyranosylono-1'',4'-lactone]-β-D-galactopyranosyl]-β-D-glucopyranoside

: benzyl 2,3,6-tri-O-benzyl-4-O-[2,6-di-O-benzyl-3-O-[3,4,5-trideoxy-8,9-O-isopropylidene-7-O-methoxymethyl-β-D-arabino-non-4-en-2-ulopyranosylono-1'',4'-lactone]-β-D-galactopyranosyl]-β-D-glucopyranoside

Guidance literature:: With di-tert-butyl peroxide; 4 Angstroem MS; In dichloromethane; at -78 - -40 ℃; for 2h;
DOI:10.1021/ol990245k

Reference yield:

: 255876-13-2
C₁₆H₂₉BrO₆

: 255876-20-1
benzyl 2,3,6-tri-O-benzyl-4-O-[2,6-di-O-benzyl-3-O-[3,4,5-trideoxy-8,9-O-isopropylidene-7-O-methoxymethyl-α-D-arabino-non-4-en-2-ulopyranosylono-1'',4'-lactone]-β-D-galactopyranosyl]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylamine; nBuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: 68 percent / HMPA / tetrahydrofuran; hexane / 1 h / -40 °C

2.1: 77 percent / PPTS / ethanol / 10 h / 20 °C

3.1: 4 Angstroem MS; PhSOTf; DTBP / CH₂Cl₂ / 2 h / -78 - -40 °C

With n-butyllithium; di-tert-butyl peroxide; 4 Angstroem MS; pyridinium p-toluenesulfonate; diisopropylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1021/ol990245k

Reference yield:

: 255876-15-4
C₇₈H₉₀O₁₈S

: 255876-20-1
benzyl 2,3,6-tri-O-benzyl-4-O-[2,6-di-O-benzyl-3-O-[3,4,5-trideoxy-8,9-O-isopropylidene-7-O-methoxymethyl-α-D-arabino-non-4-en-2-ulopyranosylono-1'',4'-lactone]-β-D-galactopyranosyl]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / PPTS / ethanol / 10 h / 20 °C

2: 4 Angstroem MS; PhSOTf; DTBP / CH₂Cl₂ / 2 h / -78 - -40 °C

With di-tert-butyl peroxide; 4 Angstroem MS; pyridinium p-toluenesulfonate; In ethanol; dichloromethane;
DOI:10.1021/ol990245k