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

Base Information

Chemical Name: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
CAS No.:224035-75-0
Molecular Formula:C₄₅H₅₆F₃NO₁₉Si
Molecular Weight:1000.02
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 7 articles about 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 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: 95.0%

: 93-97-0
benzoic acid anhydride

: 224035-66-9
4-acetoxy-2-[7-hydroxy-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-[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

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

Reference yield:

: 1415252-00-4
C₂₇H₃₂F₃NO₁₂S

: 172361-31-8
2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

: 1415252-25-3
C₄₅H₅₆F₃NO₁₉Si

: 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

: methyl 4,7,8,9-tetra-O-acetyl-5-amino-2,6-anhydro-3,5-dideoxy-5-trifluoroacetamido-D-glycero-D-galacto-non-2-enonate

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In acetonitrile; at -40 ℃; for 1h; Overall yield = 68 %; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.carres.2012.08.007

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 2 steps

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

2: 95 percent / DMAP; pyridine

With pyridine; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; acetonitrile; 1: Substitution / 2: Acylation;
DOI:10.1002/(SICI)1521-3773(19990419)38:8<1131::AID-ANIE1131>3.0.CO;2-B