Acetyl 2-Deoxy-2-phthalimido-4-deoxy-3,6-di-O-acetyl--D-glucopyranoside

Base Information

• Chemical Name: Acetyl 2-Deoxy-2-phthalimido-4-deoxy-3,6-di-O-acetyl--D-glucopyranoside
• CAS No.: 1260591-45-4
• Molecular Formula: C₂₀H₂₁NO₉
• Molecular Weight: 419.388
• Mol file: 1260591-45-4.mol

Synonyms:Acetyl 2-Deoxy-2-phthalimido-4-deoxy-3,6-di-O-acetyl--D-glucopyranoside;2,4-Dideoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-β-xylo-hexopyranose 1,3,6-Triacetate

Chemical Property of Acetyl 2-Deoxy-2-phthalimido-4-deoxy-3,6-di-O-acetyl--D-glucopyranoside

Chemical Property:

• PSA: 125.51000
• LogP: 0.76200
• Solubility.: Acetone, Dichloromethane, Ethyl Acetate, Methanol

Purity/Quality:

98%min ^*data from raw suppliers

Acetyl2-Deoxy-2-phthalimido-4-deoxy-3,6-di-O-acetyl-β-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Acetyl 2-Deoxy-2-phthalimido-4-deoxy-3,6-di-O-acetyl--D-glucopyranoside

There total 10 articles about Acetyl 2-Deoxy-2-phthalimido-4-deoxy-3,6-di-O-acetyl--D-glucopyranoside 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:

(3S,4S,5S,6S)-3-Azido-5-bromo-6-hydroxymethyl-tetrahydro-pyran-2,4-diol → 1,3,6-Tri-O-acetyl-2,4-dideoxy-2-phthtalimido-β-D,L-xylo-hexopyranose (1260591-45-4)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 25 °C

2: H₂ / Pd/C / ethyl acetate / 25 °C / 760 Torr

3: 1.) Et₃N, 2.) pyridine / 1.) MeOH, 45 deg C, 18 h, 2.) 25 deg C, overnight

4: tributylstannane, 2,2-azo-bis-(2-methyl-propanonitrile) / benzene / 8 h / Heating

With pyridine; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; triethylamine; palladium on activated charcoal; In ethyl acetate; benzene;

DOI:10.1016/0008-6215(93)84230-4

Reference yield:

(3S,4S,5S,6S)-3-Azido-5-bromo-6-hydroxymethyl-tetrahydro-pyran-2,4-diol → 1,3,6-Tri-O-acetyl-2,4-dideoxy-2-phthtalimido-α-D,L-xylo-hexopyranose (1260591-45-4)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 25 °C

2: H₂ / Pd/C / ethyl acetate / 25 °C / 760 Torr

3: 1.) Et₃N, 2.) pyridine / 1.) MeOH, 45 deg C, 18 h, 2.) 25 deg C, overnight

4: tributylstannane, 2,2-azo-bis-(2-methyl-propanonitrile) / benzene / 8 h / Heating

With pyridine; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; triethylamine; palladium on activated charcoal; In ethyl acetate; benzene;

DOI:10.1016/0008-6215(93)84230-4

Reference yield:

1,3,6-Tri-O-acetyl 2-azido-4-bromo-2,4-dideoxy-D,L-galactopyranose → 1,3,6-Tri-O-acetyl-2,4-dideoxy-2-phthtalimido-β-D,L-xylo-hexopyranose (1260591-45-4)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd/C / ethyl acetate / 25 °C / 760 Torr

2: 1.) Et₃N, 2.) pyridine / 1.) MeOH, 45 deg C, 18 h, 2.) 25 deg C, overnight

3: tributylstannane, 2,2-azo-bis-(2-methyl-propanonitrile) / benzene / 8 h / Heating

With pyridine; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; triethylamine; palladium on activated charcoal; In ethyl acetate; benzene;

DOI:10.1016/0008-6215(93)84230-4

upstream raw materials:

phthalic anhydride

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