2-acetamido-4,6-O-benzylidene-1,5-(benzyloxycarbonyl)imino-3-O-[(1R)-1-carboxy]ethyl-1,2,5-trideoxy-D-glucitol

Base Information

Chemical Name:2-acetamido-4,6-O-benzylidene-1,5-(benzyloxycarbonyl)imino-3-O-[(1R)-1-carboxy]ethyl-1,2,5-trideoxy-D-glucitol
CAS No.:1356848-62-8
Molecular Formula:C₂₆H₃₀N₂O₈
Molecular Weight:498.533
Hs Code.:

Synonyms:2-acetamido-4,6-O-benzylidene-1,5-(benzyloxycarbonyl)imino-3-O-[(1R)-1-carboxy]ethyl-1,2,5-trideoxy-D-glucitol

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Chemical Property of 2-acetamido-4,6-O-benzylidene-1,5-(benzyloxycarbonyl)imino-3-O-[(1R)-1-carboxy]ethyl-1,2,5-trideoxy-D-glucitol

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Technology Process of 2-acetamido-4,6-O-benzylidene-1,5-(benzyloxycarbonyl)imino-3-O-[(1R)-1-carboxy]ethyl-1,2,5-trideoxy-D-glucitol

There total 4 articles about 2-acetamido-4,6-O-benzylidene-1,5-(benzyloxycarbonyl)imino-3-O-[(1R)-1-carboxy]ethyl-1,2,5-trideoxy-D-glucitol 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: 91.0%

: 29617-66-1
(S)-2-chloropropanoic acid

: 175519-63-8
2-acetamido-4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-imino-1,2,5-trideoxy-D-glucitol

: 1356848-62-8
2-acetamido-4,6-O-benzylidene-1,5-(benzyloxycarbonyl)imino-3-O-[(1R)-1-carboxy]ethyl-1,2,5-trideoxy-D-glucitol

Guidance literature:: 2-acetamido-4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-imino-1,2,5-trideoxy-D-glucitol; With sodium hydride; In tetrahydrofuran; oil; at 60 ℃; for 0.5h; Inert atmosphere;

(S)-2-chloropropanoic acid; In tetrahydrofuran; oil; at 20 - 60 ℃; for 21h;
DOI:10.1021/ml2002746

Reference yield:

: C₂₁H₃₄N₂O₄Si

: 1356848-62-8
2-acetamido-4,6-O-benzylidene-1,5-(benzyloxycarbonyl)imino-3-O-[(1R)-1-carboxy]ethyl-1,2,5-trideoxy-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; oil / 0.5 h / 60 °C / Inert atmosphere

3.2: 21 h / 20 - 60 °C

With pyridine; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; oil;
DOI:10.1021/ml2002746

Reference yield:

: 1356848-59-3
C₂₁H₃₂N₂O₅Si

: 1356848-62-8
2-acetamido-4,6-O-benzylidene-1,5-(benzyloxycarbonyl)imino-3-O-[(1R)-1-carboxy]ethyl-1,2,5-trideoxy-D-glucitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: dimethyl sulfide borane / tetrahydrofuran; dichloromethane / 20 °C

2.1: pyridine / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

4.1: sodium hydride / tetrahydrofuran; oil / 0.5 h / 60 °C / Inert atmosphere

4.2: 21 h / 20 - 60 °C

With pyridine; tetrabutyl ammonium fluoride; dimethyl sulfide borane; sodium hydride; In tetrahydrofuran; dichloromethane; oil;
DOI:10.1021/ml2002746