(2Z)-2-fluoro-3-[4-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-3-methoxyphenyl]-2-propenal

Base Information

Chemical Name:(2Z)-2-fluoro-3-[4-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-3-methoxyphenyl]-2-propenal
CAS No.:1333206-33-9
Molecular Formula:C₂₄H₂₇FO₁₂
Molecular Weight:526.47
Hs Code.:

Synonyms:(2Z)-2-fluoro-3-[4-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-3-methoxyphenyl]-2-propenal

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Chemical Property of (2Z)-2-fluoro-3-[4-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-3-methoxyphenyl]-2-propenal

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Technology Process of (2Z)-2-fluoro-3-[4-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-3-methoxyphenyl]-2-propenal

There total 1 articles about (2Z)-2-fluoro-3-[4-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-3-methoxyphenyl]-2-propenal 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: 61.0%

: 201230-82-2
carbon monoxide

: C₂₃H₂₆BrFO₁₁

: 1333206-43-1
C₂₃H₂₇FO₁₁

: 1333206-33-9
(2Z)-2-fluoro-3-[4-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-3-methoxyphenyl]-2-propenal

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium formate; triphenylphosphine; In N,N-dimethyl-formamide; at 80 ℃; for 18h; under 30003 Torr; stereoselective reaction; Autoclave; Inert atmosphere;
DOI:10.1021/jo200798h

Reference yield: 80.0%

: 1333206-33-9
(2Z)-2-fluoro-3-[4-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-3-methoxyphenyl]-2-propenal

: 1333206-39-5
2,3,4,6-tetra-O-acetyl-O-[4-((2Z)-2-fluoro-3-hydroxyprop-1-enyl)-2-methoxyphenyl]-β-D-glucopyranoside

Guidance literature:: (2Z)-2-fluoro-3-[4-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-3-methoxyphenyl]-2-propenal; With sodium tetrahydroborate; In tetrahydrofuran; methanol; at -10 - 20 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; methanol; water; pH=4;
DOI:10.1021/jo200798h

Reference yield:

: 1333206-33-9
(2Z)-2-fluoro-3-[4-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-3-methoxyphenyl]-2-propenal

: O-[4-((2Z)-2-fluoro-3-hydroxyprop-1-enyl)-2-methoxyphenyl]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 2 h / -10 - 20 °C

1.2: pH 4

2.1: sodium methylate / tetrahydrofuran; methanol

With sodium tetrahydroborate; sodium methylate; In tetrahydrofuran; methanol;
DOI:10.1021/jo200798h