benzyl 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-galactopyranoside

Base Information

Chemical Name:benzyl 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-galactopyranoside
CAS No.:255876-19-8
Molecular Formula:C₄₁H₄₈O₁₂
Molecular Weight:732.825
Hs Code.:

benzyl 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-galactopyranoside

Synonyms:benzyl 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-galactopyranoside

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Chemical Property of benzyl 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-galactopyranoside

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Technology Process of benzyl 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-galactopyranoside

There total 6 articles about benzyl 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-galactopyranoside 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:

: 255876-16-5
C₄₇H₅₄O₁₂S

: 255876-19-8
benzyl 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-galactopyranoside

: benzyl 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-galactopyranoside

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

: 255876-19-8
benzyl 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-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 83 percent / HMPA / tetrahydrofuran; hexane / 1 h / -40 °C

2.1: 76 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:

: 255876-14-3
C₅₁H₆₂O₁₃S

: 255876-19-8
benzyl 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-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 76 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