N-[1-hydroxy-1-(5-hydroxy-2-phenyl-1,3-dioxan-4-yl)-3-oxopropan-2-yl]acetamide

Base Information

• Chemical Name: N-[1-hydroxy-1-(5-hydroxy-2-phenyl-1,3-dioxan-4-yl)-3-oxopropan-2-yl]acetamide
• CAS No.: 22536-08-9
• Molecular Formula: C₁₅H₁₉NO₆
• Molecular Weight: 309.319
• NSC Number: 170166
• DSSTox Substance ID: DTXSID50305310
• Mol file: 22536-08-9.mol

Synonyms:22536-08-9;NSC170166;DTXSID50305310;NSC-170166;2-Acetamido-4,6-O-benzylidene-2-deoxyhexose

Chemical Property of N-[1-hydroxy-1-(5-hydroxy-2-phenyl-1,3-dioxan-4-yl)-3-oxopropan-2-yl]acetamide

Chemical Property:

• Vapor Pressure: 2.65E-15mmHg at 25°C
• Boiling Point: 601.2°C at 760 mmHg
• Flash Point: 317.4°C
• Density: 1.31g/cm³
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 309.12123733
• Heavy Atom Count: 22
• Complexity: 384

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(C=O)C(C1C(COC(O1)C2=CC=CC=C2)O)O

Technology Process of N-[1-hydroxy-1-(5-hydroxy-2-phenyl-1,3-dioxan-4-yl)-3-oxopropan-2-yl]acetamide

There total 1 articles about N-[1-hydroxy-1-(5-hydroxy-2-phenyl-1,3-dioxan-4-yl)-3-oxopropan-2-yl]acetamide 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:

2-acetamido-2-deoxy-D-glucose (7512-17-6,282727-46-2,478518-83-1,127959-06-2,78393-48-3) + benzaldehyde (100-52-7) → 2-acetylamino-O4,O6-((Ξ)-benzylidene)-2-deoxy-D-glucose (22536-08-9,420118-03-2)

Guidance literature:

With zinc(II) chloride;

DOI:10.1021/ja01502a041

Reference yield:

2-acetylamino-O4,O6-((Ξ)-benzylidene)-2-deoxy-D-glucose (22536-08-9,420118-03-2) + dimethyl sulfate (77-78-1) → methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (10300-76-2)

Guidance literature:

With sodium hydroxide;

DOI:10.1016/S0008-6215(00)81509-8 DOI:10.1021/ja01502a041

Reference yield:

2-acetylamino-O4,O6-((Ξ)-benzylidene)-2-deoxy-D-glucose (22536-08-9,420118-03-2) + dimethyl sulfate (77-78-1) → N-((4aR,6S,7R,8R,8aS)-8-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-acetamide (6619-04-1)

Guidance literature:

With sodium hydroxide; dimethyl sulfoxide;

DOI:10.1021/ja01502a041

upstream raw materials:

2-acetamido-2-deoxy-D-glucose

benzaldehyde

Downstream raw materials:

N-((4aR,6S,7R,8R,8aS)-8-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-acetamide

methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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