2-Deoxy-2-N-phthalimido-1,3,4,6-tetra-O-acetyl-D-glucopyranose

Base Information

• Chemical Name: 2-Deoxy-2-N-phthalimido-1,3,4,6-tetra-O-acetyl-D-glucopyranose
• CAS No.: 79733-86-1
• Molecular Formula: C₂₂H₂₃NO₁₁
• Molecular Weight: 477.425
• Mol file: 79733-86-1.mol

Synonyms:1,3,4,6-TETRA-O-ACETYL-2-DEOXY-2-PHTHALIMIDO-D-GLUCOPYRANOSE;2-Deoxy-2-N-phthalimido-1,3,4,6-tetra-O-acetyl-D-glucopyranose;

Chemical Property of 2-Deoxy-2-N-phthalimido-1,3,4,6-tetra-O-acetyl-D-glucopyranose

Chemical Property:

• PSA: 151.81000
• LogP: 0.30360

Purity/Quality:

98%, ^*data from raw suppliers

2-Deoxy-2-N-phthalimido-1,3,4,6-tetra-O-acetyl-D-glucopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Deoxy-2-N-phthalimido-1,3,4,6-tetra-O-acetyl-D-glucopyranose

There total 38 articles about 2-Deoxy-2-N-phthalimido-1,3,4,6-tetra-O-acetyl-D-glucopyranose 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: 98.0%

acetic anhydride (108-24-7) + phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (79528-49-7) → 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranose (10022-13-6,31505-44-9,81704-02-1,116347-84-3,131234-07-6,144300-04-9,79733-86-1)

Guidance literature:

With perchloric acid on silica gel; at 20 ℃; for 0.5h;

DOI:10.1080/07328300600860153

Reference yield: 96.0%

2-deoxy-2-phthalimido-D-glucopyranose (31505-45-0) + acetic anhydride (108-24-7) → 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranose (10022-13-6,31505-44-9,81704-02-1,116347-84-3,131234-07-6,144300-04-9,79733-86-1)

Guidance literature:

With 1H-imidazole; In acetonitrile; at 20 ℃; for 5h;

DOI:10.1002/ejoc.200500555

Reference yield: 96.0%

ethyl-3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (99409-32-2) + acetic anhydride (108-24-7) → 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranose (10022-13-6,31505-44-9,81704-02-1,116347-84-3,131234-07-6,144300-04-9,79733-86-1)

Guidance literature:

With perchloric acid on silica gel; at 20 ℃; for 0.333333h;

DOI:10.1080/07328300600860153

upstream raw materials:

2-(2-carboxybenzamido)-2-deoxy-D-glucopyranose

acetic anhydride

phthalic anhydride

1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-α-D-glucopyranose hydrochloride

Downstream raw materials:

ethyl-3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl chloride

2-azidoethyl 3-O-benzoyl-2-deoxy-2-phthalimido-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside

2-azidoethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

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