2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galacotopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galacotopyranoside
CAS No.:342897-41-0
Molecular Formula:C₄₂H₅₆F₃NO₂₁Si
Molecular Weight:995.981
Hs Code.:

2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galacotopyranoside

Synonyms:2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galacotopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galacotopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galacotopyranoside

There total 10 articles about 2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galacotopyranoside 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: 88.0%

: 108-24-7
acetic anhydride

: 224035-75-0
4-acetoxy-2-[7-benzoyloxy-2-phenyl-6-(2-trimethylsilanyl-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-6-(1,2,3-triacetoxy-propyl)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 342897-41-0
2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galacotopyranoside

Guidance literature:: 4-acetoxy-2-[7-benzoyloxy-2-phenyl-6-(2-trimethylsilanyl-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-6-(1,2,3-triacetoxy-propyl)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester; With acetic acid; In water; at 80 ℃; for 2h;

acetic anhydride; With pyridine; at 20 ℃;
DOI:10.1016/j.carres.2012.08.007

Reference yield:

: 93-97-0
benzoic acid anhydride

: 342897-41-0
2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galacotopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / DMAP; pyridine

2: H₂ / Pd-C / acetic acid

3: pyridine

With pyridine; dmap; hydrogen; palladium on activated charcoal; In acetic acid; 1: Acylation / 2: Hydrogenolysis / 3: Acetylation;
DOI:10.1002/(SICI)1521-3773(19990419)38:8<1131::AID-ANIE1131>3.0.CO;2-B

Reference yield:

: 189744-10-3
2-(trimethylsilyl)ethyl 4,6-O-benzylidene-β-D-galactopyranoside

: 342897-41-0
2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galacotopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂; acetonitrile / -30 °C

2: 95 percent / DMAP; pyridine

3: H₂ / Pd-C / acetic acid

4: pyridine

With pyridine; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; hydrogen; palladium on activated charcoal; In dichloromethane; acetic acid; acetonitrile; 1: Substitution / 2: Acylation / 3: Hydrogenolysis / 4: Acetylation;
DOI:10.1002/(SICI)1521-3773(19990419)38:8<1131::AID-ANIE1131>3.0.CO;2-B