4-acetoxy-2-[3-benzoyloxy-5-hydroxy-6-hydroxymethyl-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-6-(1,2,3-triacetoxy-propyl)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

• Chemical Name: 4-acetoxy-2-[3-benzoyloxy-5-hydroxy-6-hydroxymethyl-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-6-(1,2,3-triacetoxy-propyl)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester
• CAS No.: 342897-42-1
• Molecular Formula: C₃₈H₅₂F₃NO₁₉Si
• Molecular Weight: 911.907
• Mol file: 342897-42-1.mol

Synonyms:4-acetoxy-2-[3-benzoyloxy-5-hydroxy-6-hydroxymethyl-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-6-(1,2,3-triacetoxy-propyl)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

Chemical Property of 4-acetoxy-2-[3-benzoyloxy-5-hydroxy-6-hydroxymethyl-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-6-(1,2,3-triacetoxy-propyl)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-acetoxy-2-[3-benzoyloxy-5-hydroxy-6-hydroxymethyl-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-6-(1,2,3-triacetoxy-propyl)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 5 articles about 4-acetoxy-2-[3-benzoyloxy-5-hydroxy-6-hydroxymethyl-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-6-(1,2,3-triacetoxy-propyl)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester 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:

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 (224035-75-0) → 4-acetoxy-2-[3-benzoyloxy-5-hydroxy-6-hydroxymethyl-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-6-(1,2,3-triacetoxy-propyl)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester (342897-42-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid;

DOI:10.1002/(SICI)1521-3773(19990419)38:8<1131::AID-ANIE1131>3.0.CO;2-B

Reference yield:

benzoic acid anhydride (93-97-0) → 4-acetoxy-2-[3-benzoyloxy-5-hydroxy-6-hydroxymethyl-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-6-(1,2,3-triacetoxy-propyl)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester (342897-42-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / DMAP; pyridine

2: H₂ / Pd-C / acetic acid

With pyridine; dmap; hydrogen; palladium on activated charcoal; In acetic acid; 1: Acylation / 2: Hydrogenolysis;

DOI:10.1002/(SICI)1521-3773(19990419)38:8<1131::AID-ANIE1131>3.0.CO;2-B

Reference yield:

2-(trimethylsilyl)ethyl 4,6-O-benzylidene-β-D-galactopyranoside (189744-10-3) → 4-acetoxy-2-[3-benzoyloxy-5-hydroxy-6-hydroxymethyl-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-6-(1,2,3-triacetoxy-propyl)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester (342897-42-1)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 95 percent / DMAP; pyridine

3: H₂ / Pd-C / acetic acid

With pyridine; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; hydrogen; palladium on activated charcoal; In dichloromethane; acetic acid; acetonitrile; 1: Substitution / 2: Acylation / 3: Hydrogenolysis;

DOI:10.1002/(SICI)1521-3773(19990419)38:8<1131::AID-ANIE1131>3.0.CO;2-B

upstream raw materials:

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

benzoic acid anhydride

2-(trimethylsilyl)ethyl 4,6-O-benzylidene-β-D-galactopyranoside

methyl [phenyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-5-trifluoroacetamido-D-glycero-D-galacto-non-2-ulopyranosid]onate

Downstream raw materials:

(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-4,6-di-O-acetyl-2-O-benzoyl-D-galactopyranosyl trichloroacetimidate

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