(E)-methyl 5-acetamido-4,7,8-tri-O-acetyl-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(3-phenylprop-2-enyl)-D-erythro-L-manno-nononate

Base Information

Chemical Name:(E)-methyl 5-acetamido-4,7,8-tri-O-acetyl-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(3-phenylprop-2-enyl)-D-erythro-L-manno-nononate
CAS No.:1314035-68-1
Molecular Formula:C₃₄H₄₁NO₁₁
Molecular Weight:639.7
Hs Code.:

Synonyms:(E)-methyl 5-acetamido-4,7,8-tri-O-acetyl-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(3-phenylprop-2-enyl)-D-erythro-L-manno-nononate

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Chemical Property of (E)-methyl 5-acetamido-4,7,8-tri-O-acetyl-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(3-phenylprop-2-enyl)-D-erythro-L-manno-nononate

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Technology Process of (E)-methyl 5-acetamido-4,7,8-tri-O-acetyl-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(3-phenylprop-2-enyl)-D-erythro-L-manno-nononate

There total 4 articles about (E)-methyl 5-acetamido-4,7,8-tri-O-acetyl-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(3-phenylprop-2-enyl)-D-erythro-L-manno-nononate 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: 78.0%

: 100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6
styrene

: 1314035-81-8
methyl 5-acetamido-4,7,8-tri-O-acetyl-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(prop-2-enyl)-D-erythro-L-manno-nononate

: 1314035-68-1
(E)-methyl 5-acetamido-4,7,8-tri-O-acetyl-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(3-phenylprop-2-enyl)-D-erythro-L-manno-nononate

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 24h; Reflux;
DOI:10.1039/c0ob01176b

Reference yield:

: 1314035-79-4
methyl 5-acetamido-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(prop-2-enyl)-D-erythro-L-manno-nononate

: 1314035-68-1
(E)-methyl 5-acetamido-4,7,8-tri-O-acetyl-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(3-phenylprop-2-enyl)-D-erythro-L-manno-nononate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 20 °C

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h / Reflux

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane;
DOI:10.1039/c0ob01176b

Reference yield:

: 132591-10-7
methyl (2-C-allyl-5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranitol)onate

: 1314035-68-1
(E)-methyl 5-acetamido-4,7,8-tri-O-acetyl-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(3-phenylprop-2-enyl)-D-erythro-L-manno-nononate

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / acetonitrile / 0 - 20 °C

2: aluminum (III) chloride; trimethylamine-borane / tetrahydrofuran; water / 4 h / 20 °C

3: pyridine / 20 °C

4: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h / Reflux

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; aluminum (III) chloride; trimethylamine-borane; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1039/c0ob01176b