2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8-tri-O-acetyl-9-bromo-3,5,9-trideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2,6-di-O-benzoyl-β-D-glucopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8-tri-O-acetyl-9-bromo-3,5,9-trideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2,6-di-O-benzoyl-β-D-glucopyranoside
CAS No.:140183-08-0
Molecular Formula:C₆₂H₇₆BrNO₂₇Si
Molecular Weight:1375.27
Hs Code.:

2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8-tri-O-acetyl-9-bromo-3,5,9-trideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2,6-di-O-benzoyl-β-D-glucopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8-tri-O-acetyl-9-bromo-3,5,9-trideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2,6-di-O-benzoyl-β-D-glucopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8-tri-O-acetyl-9-bromo-3,5,9-trideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2,6-di-O-benzoyl-β-D-glucopyranoside

There total 7 articles about 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8-tri-O-acetyl-9-bromo-3,5,9-trideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2,6-di-O-benzoyl-β-D-glucopyranoside 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: 93.0%

: 108-24-7
acetic anhydride

: 140183-07-9
2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8-tri-O-acetyl-9-bromo-3,5,9-trideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-O-(6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

: 140183-08-0
2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8-tri-O-acetyl-9-bromo-3,5,9-trideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2,6-di-O-benzoyl-β-D-glucopyranoside

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1016/0008-6215(92)84103-Y

Reference yield:

: 130333-20-9
methyl (methyl 5-acetamido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate

: 140183-08-0
2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8-tri-O-acetyl-9-bromo-3,5,9-trideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2,6-di-O-benzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / p-toluenesulfonic acid monohydrate, drierite / dimethylformamide / 1 h / 0 °C

2: pyridine / Ambient temperature

3: 89 percent / 80percent aq. acetic acid / 3.5 h / 45 °C

4: 72 percent / carbon tetrabromide, triphenylphosphine, pyridine / 5 h / Ambient temperature

5: pyridine / Ambient temperature

6: 37 percent / dimethyl(methylthio)sulfonium triflate (DMTST), molecular sieves 3 Angstroem (MS-3A) / acetonitrile / 20 h / -15 °C

7: 93 percent / pyridine / Ambient temperature

With pyridine; calcium sulfate; carbon tetrabromide; 3 A molecular sieve; toluene-4-sulfonic acid; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triphenylphosphine; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(92)84103-Y

Reference yield:

: 139902-59-3
methyl (methyl 5-acetamido-3,5-dideoxy-8,9-O-isopropylidene-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate

: 140183-08-0
2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8-tri-O-acetyl-9-bromo-3,5,9-trideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2,6-di-O-benzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / Ambient temperature

2: 89 percent / 80percent aq. acetic acid / 3.5 h / 45 °C

3: 72 percent / carbon tetrabromide, triphenylphosphine, pyridine / 5 h / Ambient temperature

4: pyridine / Ambient temperature

5: 37 percent / dimethyl(methylthio)sulfonium triflate (DMTST), molecular sieves 3 Angstroem (MS-3A) / acetonitrile / 20 h / -15 °C

6: 93 percent / pyridine / Ambient temperature

With pyridine; carbon tetrabromide; 3 A molecular sieve; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triphenylphosphine; In acetonitrile;
DOI:10.1016/0008-6215(92)84103-Y