2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-butanoylamino-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosulonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-butanoylamino-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosulonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside
CAS No.:299179-60-5
Molecular Formula:C₅₄H₆₇NO₂₁Si
Molecular Weight:1094.21
Hs Code.:

2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-butanoylamino-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosulonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

Synonyms:2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-butanoylamino-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosulonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-butanoylamino-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosulonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-butanoylamino-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosulonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

There total 5 articles about 2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-butanoylamino-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosulonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside 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: 85.0%

: 93-97-0
benzoic acid anhydride

: 299179-59-2
2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-butanoylamino-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosulonate)-(2->3)-β-D-galactopyranoside

: 299179-60-5
2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-butanoylamino-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosulonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

Guidance literature:: With dmap; In pyridine; at 20 ℃; for 48h;
DOI:10.1080/07328300008544114

Reference yield:

: 117252-96-7
2-(trimethylsilyl)ethyl 4,6-di-O-benzylidene-β-D-galactopyranoside

: 299179-60-5
2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-butanoylamino-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosulonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 55 percent / 3 Angstroem MS; NIS; TfOH / acetonitrile / -35 °C

2: 82 percent / H₂ / 10 percent Pd-C / acetic acid

3: 85 percent / DMAP / pyridine / 48 h / 20 °C

With dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 Angstroem MS; hydrogen; palladium on activated charcoal; In pyridine; acetic acid; acetonitrile; 1: coupled / 2: Hydrogenolysis / 3: Acylation;
DOI:10.1080/07328300008544114

Reference yield:

: 155155-64-9
(4S,5R,6R)-4-Acetoxy-5-acetylamino-2-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 299179-60-5
2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-butanoylamino-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosulonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanesulfonic acid / methanol / 24 h / Heating

1.2: Et₃N / 0 - 20 °C / pH 9 - 10

1.3: 81 percent / pyridine / 0 - 20 °C

2.1: 55 percent / 3 Angstroem MS; NIS; TfOH / acetonitrile / -35 °C

3.1: 82 percent / H₂ / 10 percent Pd-C / acetic acid

4.1: 85 percent / DMAP / pyridine / 48 h / 20 °C

With dmap; N-iodo-succinimide; methanesulfonic acid; trifluorormethanesulfonic acid; 3 Angstroem MS; hydrogen; palladium on activated charcoal; In pyridine; methanol; acetic acid; acetonitrile; 1.1: Deacetylation / 1.2: Acylation / 1.3: Acetylation / 2.1: coupled / 3.1: Hydrogenolysis / 4.1: Acylation;
DOI:10.1080/07328300008544114