phenyl 6-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: phenyl 6-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
• CAS No.: 395072-13-6
• Molecular Formula: C₃₆H₂₉NO₉S
• Molecular Weight: 651.694
• Mol file: 395072-13-6.mol

Synonyms:phenyl 6-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property of phenyl 6-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 6-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 4 articles about phenyl 6-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-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: 100.0%

acetic anhydride (108-24-7) + OCHSC6H5CHNCOCOC6H4CHCH(OCOC6H5)2CHCH2OH (400020-10-2) → phenyl 6-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (395072-13-6)

Guidance literature:

With dmap; In pyridine; at 25 ℃; for 1h;

DOI:10.1021/ol010257h

Reference yield:

C40H41NO8SSi (950515-42-1) → phenyl 6-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (395072-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.1 g / H₂SO₄ / methanol; CHCl₃ / 8 h / 0 °C

2: 100 percent / 4-DMAP / pyridine / 1 h / 25 °C

With dmap; sulfuric acid; In pyridine; methanol; chloroform;

DOI:10.1021/ol010257h

Reference yield:

2-((2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl)-isoindole-1,3-dione (136882-36-5,79528-50-0) → phenyl 6-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (395072-13-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 4-DMAP / pyridine / 3 h / 0 °C

2: 4-DMAP / pyridine / 12 h / 20 °C

3: 2.1 g / H₂SO₄ / methanol; CHCl₃ / 8 h / 0 °C

4: 100 percent / 4-DMAP / pyridine / 1 h / 25 °C

With dmap; sulfuric acid; In pyridine; methanol; chloroform;

DOI:10.1021/ol010257h

upstream raw materials:

acetic anhydride

OCHSC₆H₅CHNCOCOC₆H₄CHCH(OCOC₆H₅)2CHCH₂OH

C₄₀H₄₁NO₈SSi

2-((2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl)-isoindole-1,3-dione

Downstream raw materials:

p-methoxyphenyl 3,4-di-O-benzoyl-6-O-(3,4-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranoside