C₁₇H₂₅N₃O₅

Base Information

• Chemical Name: C₁₇H₂₅N₃O₅
• CAS No.: 1628061-90-4
• Molecular Formula: C₁₇H₂₅N₃O₅
• Molecular Weight: 351.403
• Mol file: 1628061-90-4.mol

Synonyms:

Chemical Property of C₁₇H₂₅N₃O₅

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₇H₂₅N₃O₅

There total 7 articles about C₁₇H₂₅N₃O₅ 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: 62.0%

2,3-O-isopropylidene-(2R,3S,4S,5S)-5-(azidomethyl)-2-(5-(benzyloxy)pentyl)tetrahydrofuran-2,3,4-triol (1628061-89-1) → C17H25N3O5 (1628061-90-4)

Guidance literature:

With Dowex 50WX₈₁₀₀ (H+) resin; In water; acetonitrile; for 3h; Reflux;

DOI:10.1039/c4md00074a

Reference yield:

2,3:4,6-bis-O-isopropylidene-L-sorbose (17682-70-1) → C17H25N3O5 (1628061-90-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 4 h / 80 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -78 - 20 °C / Inert atmosphere

2.2: 15 h / -78 - 20 °C / Inert atmosphere

3.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 16 h

4.1: acetic acid / water / 1 h / 60 °C

5.1: thionyl chloride; pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

6.1: sodium azide / N,N-dimethyl-formamide / 16 h / 105 °C / Inert atmosphere

7.1: Dowex 50WX₈₁₀₀ (H+) resin / water; acetonitrile / 3 h / Reflux

With pyridine; thionyl chloride; sodium azide; palladium 10% on activated carbon; hydrogen; sodium hexamethyldisilazane; acetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/c4md00074a

Reference yield:

(3aS,3bR,7aS,8aR)-2,2,5,5-tetramethyltetrahydro-8aH-[1,3]dioxolo[4′,5′:4,5]furo[3,2-d][1,3]dioxine-8a-carbaldehyde (55385-72-3) → C17H25N3O5 (1628061-90-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -78 - 20 °C / Inert atmosphere

1.2: 15 h / -78 - 20 °C / Inert atmosphere

2.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 16 h

3.1: acetic acid / water / 1 h / 60 °C

4.1: thionyl chloride; pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

5.1: sodium azide / N,N-dimethyl-formamide / 16 h / 105 °C / Inert atmosphere

6.1: Dowex 50WX₈₁₀₀ (H+) resin / water; acetonitrile / 3 h / Reflux

With pyridine; thionyl chloride; sodium azide; palladium 10% on activated carbon; hydrogen; sodium hexamethyldisilazane; acetic acid; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/c4md00074a

upstream raw materials:

2,3:4,6-bis-O-isopropylidene-L-sorbose

(3aS,3bR,7aS,8aR)-2,2,5,5-tetramethyltetrahydro-8aH-[1,3]dioxolo[4′,5′:4,5]furo[3,2-d][1,3]dioxine-8a-carbaldehyde

C₂₃H₃₂O₆

2,3:4,6-di-o-isopropylidene-(2R,3S,4S,5S)-2-(5-(benzyloxy)-pentyl)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol

Downstream raw materials:

(2R,3R,4R,5S)-2-(5-(benzyloxy)pentyl)piperidine-3,4,5-triol

(2R,3R,4R,5R)-tert-butyl 2-(5-(benzyloxy)pentyl)-3,4,5-trihydroxypiperidine-1-carboxylate

(2R,3R,4R,5S)-2-(5-(benzyloxy)pentyl)-1-(tert-butoxycarbonyl)-piperidine-3,4,5-triyl triacetate

C₄₂H₄₆N₄O₃