2-(trimethylsilyl)ethyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside
CAS No.:1415252-20-8
Molecular Formula:C₄₄H₅₅NO₁₉Si
Molecular Weight:930.001
Hs Code.:

2-(trimethylsilyl)ethyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside

Synonyms:2-(trimethylsilyl)ethyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside

There total 5 articles about 2-(trimethylsilyl)ethyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-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:

: 1219717-80-2
methyl (p-tolyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-α,β-D-galacto-non-2-ulopyranoside)onate

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

: 1415252-19-5
2-(trimethylsilyl)ethyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside

: 1415252-20-8
2-(trimethylsilyl)ethyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; acetonitrile; at -40 ℃; for 1h; Overall yield = 77 %; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.carres.2012.08.007

Reference yield:

: C₁₇H₂₅NO₇S

: 1415252-19-5
2-(trimethylsilyl)ethyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside

: 1415252-20-8
2-(trimethylsilyl)ethyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / acetonitrile; water / 0 °C

2: pyridine

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C

4: N-iodo-succinimide; trifluorormethanesulfonic acid / acetonitrile; dichloromethane / 1 h / -40 °C / Molecular sieve; Inert atmosphere

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; acetonitrile;
DOI:10.1016/j.carres.2012.08.007

Reference yield:

: 1071226-27-1
methyl (2-p-methylphenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α/β-D-galacto-2-thio-nonulopyranosid)onate

: 1415252-19-5
2-(trimethylsilyl)ethyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside

: 1415252-20-8
2-(trimethylsilyl)ethyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: methanesulfonic acid / methanol / Reflux

2: sodium hydrogencarbonate / acetonitrile; water / 0 °C

3: pyridine

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C

5: N-iodo-succinimide; trifluorormethanesulfonic acid / acetonitrile; dichloromethane / 1 h / -40 °C / Molecular sieve; Inert atmosphere

With pyridine; N-iodo-succinimide; methanesulfonic acid; trifluorormethanesulfonic acid; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.carres.2012.08.007