methyl (2-(trimethylsilyl)ethyl 5-acetamido-9-azido-4-O-benzoyl-3,5,9-trideoxy-8-O-{methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3-(phenylthio)-3,5-dideoxy-D-erythro-α-L-gluco-2-nonulopyranosid]onate}-D-glycero-α-D-galacto-2-nonulopyranosid)onate

Base Information

Chemical Name:methyl (2-(trimethylsilyl)ethyl 5-acetamido-9-azido-4-O-benzoyl-3,5,9-trideoxy-8-O-{methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3-(phenylthio)-3,5-dideoxy-D-erythro-α-L-gluco-2-nonulopyranosid]onate}-D-glycero-α-D-galacto-2-nonulopyranosid)onate
CAS No.:173911-72-3
Molecular Formula:C₅₀H₆₇N₅O₂₁SSi
Molecular Weight:1134.25
Hs Code.:

methyl (2-(trimethylsilyl)ethyl 5-acetamido-9-azido-4-O-benzoyl-3,5,9-trideoxy-8-O-{methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3-(phenylthio)-3,5-dideoxy-D-erythro-α-L-gluco-2-nonulopyranosid]onate}-D-glycero-α-D-galacto-2-nonulopyranosid)onate

Synonyms:methyl (2-(trimethylsilyl)ethyl 5-acetamido-9-azido-4-O-benzoyl-3,5,9-trideoxy-8-O-{methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3-(phenylthio)-3,5-dideoxy-D-erythro-α-L-gluco-2-nonulopyranosid]onate}-D-glycero-α-D-galacto-2-nonulopyranosid)onate

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Chemical Property of methyl (2-(trimethylsilyl)ethyl 5-acetamido-9-azido-4-O-benzoyl-3,5,9-trideoxy-8-O-{methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3-(phenylthio)-3,5-dideoxy-D-erythro-α-L-gluco-2-nonulopyranosid]onate}-D-glycero-α-D-galacto-2-nonulopyranosid)onate

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Technology Process of methyl (2-(trimethylsilyl)ethyl 5-acetamido-9-azido-4-O-benzoyl-3,5,9-trideoxy-8-O-{methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3-(phenylthio)-3,5-dideoxy-D-erythro-α-L-gluco-2-nonulopyranosid]onate}-D-glycero-α-D-galacto-2-nonulopyranosid)onate

There total 8 articles about methyl (2-(trimethylsilyl)ethyl 5-acetamido-9-azido-4-O-benzoyl-3,5,9-trideoxy-8-O-{methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3-(phenylthio)-3,5-dideoxy-D-erythro-α-L-gluco-2-nonulopyranosid]onate}-D-glycero-α-D-galacto-2-nonulopyranosid)onate 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: 23.0%

: 156726-99-7
Methyl onate

: 173911-67-6
(2R,4S,5R,6R)-5-Acetylamino-6-((1R,2R)-3-azido-1,2-dihydroxy-propyl)-4-benzoyloxy-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 173911-72-3
methyl (2-(trimethylsilyl)ethyl 5-acetamido-9-azido-4-O-benzoyl-3,5,9-trideoxy-8-O-{methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3-(phenylthio)-3,5-dideoxy-D-erythro-α-L-gluco-2-nonulopyranosid]onate}-D-glycero-α-D-galacto-2-nonulopyranosid)onate

Guidance literature:: With methanesulfonyl bromide; silver trifluoromethanesulfonate; In acetonitrile; at -40 ℃; for 2h;
DOI:10.1021/jo950994p

Reference yield:

: 98-88-4
benzoyl chloride

: 173911-72-3
methyl (2-(trimethylsilyl)ethyl 5-acetamido-9-azido-4-O-benzoyl-3,5,9-trideoxy-8-O-{methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3-(phenylthio)-3,5-dideoxy-D-erythro-α-L-gluco-2-nonulopyranosid]onate}-D-glycero-α-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 18 h / -30 °C

2: 23 percent / CF₃SO₃Ag, MeSBr / acetonitrile / 2 h / -40 °C

With methanesulfonyl bromide; silver trifluoromethanesulfonate; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1021/jo950994p

Reference yield:

: 122777-22-4
methyl <2-(trimethylsilyl)ethyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid>onate

: 173911-72-3
methyl (2-(trimethylsilyl)ethyl 5-acetamido-9-azido-4-O-benzoyl-3,5,9-trideoxy-8-O-{methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3-(phenylthio)-3,5-dideoxy-D-erythro-α-L-gluco-2-nonulopyranosid]onate}-D-glycero-α-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / pyridine / CH₂Cl₂ / 48 h / -80 °C

2: 83 percent / NaN₃, 18-crown-6 / dimethylformamide / 20 h / 60 °C

3: 95 percent / Et₃N / CH₂Cl₂ / 18 h / -30 °C

4: 23 percent / CF₃SO₃Ag, MeSBr / acetonitrile / 2 h / -40 °C

With pyridine; sodium azide; 18-crown-6 ether; methanesulfonyl bromide; silver trifluoromethanesulfonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo950994p