5-acetamido-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(prop-2-enyl)-D-erythro-L-manno-nononic acid

Base Information

Chemical Name:5-acetamido-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(prop-2-enyl)-D-erythro-L-manno-nononic acid
CAS No.:1314035-80-7
Molecular Formula:C₂₁H₂₉NO₈
Molecular Weight:423.463
Hs Code.:

Synonyms:5-acetamido-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(prop-2-enyl)-D-erythro-L-manno-nononic acid

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Chemical Property of 5-acetamido-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(prop-2-enyl)-D-erythro-L-manno-nononic acid

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Technology Process of 5-acetamido-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(prop-2-enyl)-D-erythro-L-manno-nononic acid

There total 3 articles about 5-acetamido-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(prop-2-enyl)-D-erythro-L-manno-nononic acid 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%

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

: 1314035-80-7
5-acetamido-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(prop-2-enyl)-D-erythro-L-manno-nononic acid

Guidance literature:: methyl 5-acetamido-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(prop-2-enyl)-D-erythro-L-manno-nononate; With sodium hydroxide; In water; at 20 ℃;

In water; Acidic conditions;
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

: 1314035-80-7
5-acetamido-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(prop-2-enyl)-D-erythro-L-manno-nononic acid

Guidance literature:: Multi-step reaction with 3 steps

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

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

3.1: sodium hydroxide / water / 20 °C

3.2: Acidic conditions

With aluminum (III) chloride; trimethylamine-borane; toluene-4-sulfonic acid; sodium hydroxide; In tetrahydrofuran; water; acetonitrile;
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

: 1314035-80-7
5-acetamido-2,6-anhydro-9-O-benzyl-3,5-dideoxy-2-C-(prop-2-enyl)-D-erythro-L-manno-nononic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanol; sodium methylate / 20 °C

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

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

4.1: sodium hydroxide / water / 20 °C

4.2: Acidic conditions

With methanol; aluminum (III) chloride; trimethylamine-borane; sodium methylate; toluene-4-sulfonic acid; sodium hydroxide; In tetrahydrofuran; water; acetonitrile;
DOI:10.1039/c0ob01176b