2-acetamido-1-N-benzyl-1,2,5-trideoxy-1,5-imino-D-galactitol

Base Information

Chemical Name:2-acetamido-1-N-benzyl-1,2,5-trideoxy-1,5-imino-D-galactitol
CAS No.:121701-87-9
Molecular Formula:C₁₅H₂₂N₂O₄
Molecular Weight:294.351
Hs Code.:

Synonyms:2-acetamido-1-N-benzyl-1,2,5-trideoxy-1,5-imino-D-galactitol

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Chemical Property of 2-acetamido-1-N-benzyl-1,2,5-trideoxy-1,5-imino-D-galactitol

Chemical Property:

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Technology Process of 2-acetamido-1-N-benzyl-1,2,5-trideoxy-1,5-imino-D-galactitol

There total 8 articles about 2-acetamido-1-N-benzyl-1,2,5-trideoxy-1,5-imino-D-galactitol 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: 68.0%

: 105265-96-1,105615-44-9,117894-14-1,133697-32-2
N-((3S,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)piperidin-3-yl)acetamide

: 100-52-7
benzaldehyde

: 121701-87-9
2-acetamido-1-N-benzyl-1,2,5-trideoxy-1,5-imino-D-galactitol

Guidance literature:: With sodium cyanoborohydride; acetic acid; In ethanol; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1002/chem.201200110

Reference yield:

: 1227636-87-4
4-O-acetyl-5-azido-2-N,3-O-dibenzyl-2,5,6-trideoxy-2,6-imino-L-galactose acetyl methyl acetal

: 121701-87-9
2-acetamido-1-N-benzyl-1,2,5-trideoxy-1,5-imino-D-galactitol

Guidance literature:: Multi-step reaction with 6 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.75 h / -78 °C / Inert atmosphere

1.2: 3 h / 0 - 20 °C / Inert atmosphere

1.3: 16 h / 20 °C / Inert atmosphere

2.1: copper(II) sulfate; acetic acid; zinc / tetrahydrofuran / 0.5 h / Inert atmosphere

3.1: sodium methylate / methanol / 16 h / 20 °C / Inert atmosphere

4.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / water / 24 h / 20 °C / Inert atmosphere

5.1: Dowex (50W-X₈, H⁺) / water / Inert atmosphere

6.1: sodium cyanoborohydride; acetic acid / ethanol / 3 h / 20 °C / Inert atmosphere

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; sodium methylate; diisobutylaluminium hydride; sodium cyanoborohydride; copper(II) sulfate; acetic acid; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;
DOI:10.1002/chem.201200110

Reference yield:

: 1401914-19-9
methyl-5-azido-2-N,3-O-dibenzyl-2,5,6-trideoxy-2,6-imino-L-galactofuranoside

: 121701-87-9
2-acetamido-1-N-benzyl-1,2,5-trideoxy-1,5-imino-D-galactitol

Guidance literature:: Multi-step reaction with 7 steps

1.1: boron trifluoride diethyl etherate; acetic anhydride / 2.5 h / -30 - 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.75 h / -78 °C / Inert atmosphere

2.2: 3 h / 0 - 20 °C / Inert atmosphere

2.3: 16 h / 20 °C / Inert atmosphere

3.1: copper(II) sulfate; acetic acid; zinc / tetrahydrofuran / 0.5 h / Inert atmosphere

4.1: sodium methylate / methanol / 16 h / 20 °C / Inert atmosphere

5.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / water / 24 h / 20 °C / Inert atmosphere

6.1: Dowex (50W-X₈, H⁺) / water / Inert atmosphere

7.1: sodium cyanoborohydride; acetic acid / ethanol / 3 h / 20 °C / Inert atmosphere

With hydrogenchloride; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; sodium methylate; acetic anhydride; diisobutylaluminium hydride; sodium cyanoborohydride; copper(II) sulfate; acetic acid; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;
DOI:10.1002/chem.201200110