2-Acetamido-1,4-imino-1,2,4-trideoxy-L-arabinitol

Base Information

• Chemical Name: 2-Acetamido-1,4-imino-1,2,4-trideoxy-L-arabinitol
• CAS No.: 944329-24-2
• Molecular Formula: C₇H₁₄N₂O₃
• Molecular Weight: 174.2
• DSSTox Substance ID: DTXSID20692860
• Wikidata: Q82621895
• Mol file: 944329-24-2.mol

Synonyms:N-[(3S,4R,5S)-4-Hydroxy-5-(hydroxymethyl)-3-pyrrolidinyl]acetamide; LABNAc;;

Chemical Property of 2-Acetamido-1,4-imino-1,2,4-trideoxy-L-arabinitol

Chemical Property:

• PSA: 85.08000
• LogP: -1.01480
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 174.10044231
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

97% ^*data from raw suppliers

2-Acetamido-1,4-imino-1,2,4-trideoxy-L-arabinitol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1CNC(C1O)CO
• Isomeric SMILES: CC(=O)N[C@@H]1CN[C@H]([C@@H]1O)CO
• Uses: A potent pyrrolidine inhibitor of hexosaminidases.

Technology Process of 2-Acetamido-1,4-imino-1,2,4-trideoxy-L-arabinitol

There total 47 articles about 2-Acetamido-1,4-imino-1,2,4-trideoxy-L-arabinitol 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%

2-acetamido-N-benzyl-1,2,4-trideoxy-1,4-imino-D-lyxitol (1643459-93-1) → 2-acetamido-1,2,4-trideoxy-1,4-imino-D-lyxitol (1643459-95-3,944329-24-2)

Guidance literature:

With hydrogen; palladium; In 1,4-dioxane; water; at 20 ℃; for 72h; Inert atmosphere;

DOI:10.1039/c4ob00097h

Reference yield: 99.0%

N-((3S,4R,5S)-1-benzyl-4-hydroxy-5-(hydroxymethyl)pyrrolidin-3-yl)acetamide (868522-73-0) → N-((3S,4R,5S)-4-hydroxy-5-(hydroxymethyl)pyrrolidin-3-yl)acetamide (944329-24-2)

Guidance literature:

With hydrogen; palladium; In 1,4-dioxane; water;

DOI:10.1016/j.tetlet.2007.04.041

Reference yield: 93.0%

2-acetamido-N-benzyl-1,2,4-trideoxy-1,4-imino-D-xylitol (1643459-74-8) → 2-acetamido-1,2,4-trideoxy-1,4-imino-D-xylitol (1643459-75-9,944329-24-2)

Guidance literature:

With hydrogen; palladium; In 1,4-dioxane; water; at 20 ℃; for 4.5h;

DOI:10.1039/c4ob00097h

upstream raw materials:

N-((3S,4R,5S)-1-benzyl-4-hydroxy-5-(hydroxymethyl)pyrrolidin-3-yl)acetamide

(2S,3R,4S)-4-amino-1-benzyl-2-(hydroxymethyl)pyrrolidin-3-ol

C₁₈H₂₄N₂O₅

C₁₂H₁₅N₃O₄