(E)-methyl 5-acetamido-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-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(3-phenylprop-2-enyl)-D-erythro-L-manno-nononate
CAS No.:1314035-69-2
Molecular Formula:C₂₈H₃₅NO₈
Molecular Weight:513.588
Hs Code.:

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

There total 5 articles about (E)-methyl 5-acetamido-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: 100.0%

: 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

: 1314035-69-2
(E)-methyl 5-acetamido-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(3-phenylprop-2-enyl)-D-erythro-L-manno-nononate

Guidance literature:: With methanol; sodium methylate; at 20 ℃;
DOI:10.1039/c0ob01176b

Reference yield:

: 132591-09-4
(1S,2R)-1-((2R,3R,4S,6R)-3-acetamido-4-acetoxy-6-allyl-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyltriacetate

: 1314035-69-2
(E)-methyl 5-acetamido-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 6 steps

1: methanol; sodium methylate / 20 °C

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

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

4: pyridine / 20 °C

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

6: methanol; sodium methylate / 20 °C

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

: 1314035-69-2
(E)-methyl 5-acetamido-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 5 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

5: methanol; sodium methylate / 20 °C

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