2,3,4,6-tetra-O-acetyl-1-N-phenyl acetyl-β-D-glucopyranosylamine

Base Information

• Chemical Name: 2,3,4,6-tetra-O-acetyl-1-N-phenyl acetyl-β-D-glucopyranosylamine
• CAS No.: 439595-86-5
• Molecular Formula: C₂₂H₂₇NO₁₀
• Molecular Weight: 465.457
• Mol file: 439595-86-5.mol

Synonyms:2,3,4,6-tetra-O-acetyl-1-N-phenyl acetyl-β-D-glucopyranosylamine

Chemical Property of 2,3,4,6-tetra-O-acetyl-1-N-phenyl acetyl-β-D-glucopyranosylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,6-tetra-O-acetyl-1-N-phenyl acetyl-β-D-glucopyranosylamine

There total 8 articles about 2,3,4,6-tetra-O-acetyl-1-N-phenyl acetyl-β-D-glucopyranosylamine 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: 88.0%

phenylacetic acid (103-82-2) + 1-azido-1-deoxy-β-D-glucopyranoside tetraacetate (13992-25-1) → 2,3,4,6-tetra-O-acetyl-1-N-phenyl acetyl-β-D-glucopyranosylamine (439595-86-5)

Guidance literature:

With trimethylphosphane; In dichloromethane; toluene; at 20 ℃; for 17h;

DOI:10.1016/j.bmc.2004.07.013

Reference yield:

S-pyridin-2-yl 2-phenylethanethioate (61049-78-3) + 2-methyl-4,5-dihydro-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyrano)[2,1-d]-2-oxazoline (525589-11-1) → 2,3,4,6-tetra-O-acetyl-1-N-phenyl acetyl-β-D-glucopyranosylamine (439595-86-5) + 2,3,4,6-tetra-O-acetyl-1-N-phenyl acetyl-α-D-glucopyranosylamine

Guidance literature:

With zinc(II) chloride; In 1,2-dichloro-ethane; at 30 ℃; for 24h;

DOI:10.1021/ja028694u

Reference yield:

N-(phenylacetyl)oxysuccinimide (23776-85-4) + 2-methyl-4,5-dihydro-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyrano)[2,1-d]-2-oxazoline (525589-11-1) → 2,3,4,6-tetra-O-acetyl-1-N-phenyl acetyl-β-D-glucopyranosylamine (439595-86-5) + 2,3,4,6-tetra-O-acetyl-1-N-phenyl acetyl-α-D-glucopyranosylamine

Guidance literature:

With 4A MS; In 1,2-dichloro-ethane; at 83 ℃; for 24h;

DOI:10.1021/ja028694u

upstream raw materials:

S-pyridin-2-yl 2-phenylethanethioate

2-methyl-4,5-dihydro-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyrano)[2,1-d]-2-oxazoline

N-(phenylacetyl)oxysuccinimide

phenylacetic acid