methyl C-(4-O-acetyl-2,3-O-carbonyl-β-L-rhamnopyranosyloxymethyl)-(1->3)-(2,3-O-(S)-benzylidene-β-D-erythrofuranosyl)-(1->2)-(methyl 3,4-O-isopropylidene-α-D-galactopyranoside)uronate

Base Information

Chemical Name:methyl C-(4-O-acetyl-2,3-O-carbonyl-β-L-rhamnopyranosyloxymethyl)-(1->3)-(2,3-O-(S)-benzylidene-β-D-erythrofuranosyl)-(1->2)-(methyl 3,4-O-isopropylidene-α-D-galactopyranoside)uronate
CAS No.:1334533-19-5
Molecular Formula:C₃₂H₄₀O₁₇
Molecular Weight:696.659
Hs Code.:

methyl C-(4-O-acetyl-2,3-O-carbonyl-β-L-rhamnopyranosyloxymethyl)-(1->3)-(2,3-O-(S)-benzylidene-β-D-erythrofuranosyl)-(1->2)-(methyl 3,4-O-isopropylidene-α-D-galactopyranoside)uronate

Synonyms:methyl C-(4-O-acetyl-2,3-O-carbonyl-β-L-rhamnopyranosyloxymethyl)-(1->3)-(2,3-O-(S)-benzylidene-β-D-erythrofuranosyl)-(1->2)-(methyl 3,4-O-isopropylidene-α-D-galactopyranoside)uronate

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Chemical Property of methyl C-(4-O-acetyl-2,3-O-carbonyl-β-L-rhamnopyranosyloxymethyl)-(1->3)-(2,3-O-(S)-benzylidene-β-D-erythrofuranosyl)-(1->2)-(methyl 3,4-O-isopropylidene-α-D-galactopyranoside)uronate

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Technology Process of methyl C-(4-O-acetyl-2,3-O-carbonyl-β-L-rhamnopyranosyloxymethyl)-(1->3)-(2,3-O-(S)-benzylidene-β-D-erythrofuranosyl)-(1->2)-(methyl 3,4-O-isopropylidene-α-D-galactopyranoside)uronate

There total 6 articles about methyl C-(4-O-acetyl-2,3-O-carbonyl-β-L-rhamnopyranosyloxymethyl)-(1->3)-(2,3-O-(S)-benzylidene-β-D-erythrofuranosyl)-(1->2)-(methyl 3,4-O-isopropylidene-α-D-galactopyranoside)uronate 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: 59.0%

: 1334533-18-4
methyl (2,3-O-(S)-benzylidene-3-C-hydroxymethyl-β-D-erythrofuranosyl)-(1->2)-(methyl 3,4-O-isopropylidene-α-D-galactopyranoside)uronate

: 74517-02-5
bromure de 4-O-acetyl-2,3-O-carbonyl-α-L-rhamnopyranosyle

: 1334533-19-5
methyl C-(4-O-acetyl-2,3-O-carbonyl-β-L-rhamnopyranosyloxymethyl)-(1->3)-(2,3-O-(S)-benzylidene-β-D-erythrofuranosyl)-(1->2)-(methyl 3,4-O-isopropylidene-α-D-galactopyranoside)uronate

Guidance literature:: With silver(l) oxide; In dichloromethane; at 21 ℃; for 17h; Molecular sieve;
DOI:10.1039/c1ob05587a

Reference yield:

: 1334533-15-1
C₁₄H₁₇ClO₅S

: 1334533-19-5
methyl C-(4-O-acetyl-2,3-O-carbonyl-β-L-rhamnopyranosyloxymethyl)-(1->3)-(2,3-O-(S)-benzylidene-β-D-erythrofuranosyl)-(1->2)-(methyl 3,4-O-isopropylidene-α-D-galactopyranoside)uronate

Guidance literature:: Multi-step reaction with 4 steps

1.1: camphor-10-sulfonic acid / toluene / 17 h / 22 °C

2.1: dichloromethane / 0.33 h / 20 °C / Molecular sieve

2.2: 0.5 h / -40 - -20 °C

3.1: sodium methylate / methanol / 0.17 h / 21 °C

4.1: silver(l) oxide / dichloromethane / 17 h / 21 °C / Molecular sieve

With camphor-10-sulfonic acid; sodium methylate; silver(l) oxide; In methanol; dichloromethane; toluene;
DOI:10.1039/c1ob05587a

Reference yield:

: 1319744-56-3
p-tolyl 3-C-chloroacetoxymethyl-2,3-O-(S)-benzylidene-1-thio-β-D-erythrofuranoside

: 1334533-19-5
methyl C-(4-O-acetyl-2,3-O-carbonyl-β-L-rhamnopyranosyloxymethyl)-(1->3)-(2,3-O-(S)-benzylidene-β-D-erythrofuranosyl)-(1->2)-(methyl 3,4-O-isopropylidene-α-D-galactopyranoside)uronate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 0.33 h / 20 °C / Molecular sieve

1.2: 0.5 h / -40 - -20 °C

2.1: sodium methylate / methanol / 0.17 h / 21 °C

3.1: silver(l) oxide / dichloromethane / 17 h / 21 °C / Molecular sieve

With sodium methylate; silver(l) oxide; In methanol; dichloromethane;
DOI:10.1039/c1ob05587a