1-O-Acetyl-3-(N-acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-3-deoxy-D-galacto-heptitol

Base Information

• Chemical Name: 1-O-Acetyl-3-(N-acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-3-deoxy-D-galacto-heptitol
• CAS No.: 131292-79-0
• Molecular Formula: C₄₆H₅₁NO₈
• Molecular Weight: 745.913

Synonyms:1-O-Acetyl-3-(N-acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-3-deoxy-D-galacto-heptitol

Chemical Property of 1-O-Acetyl-3-(N-acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-3-deoxy-D-galacto-heptitol

Chemical Property:

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Technology Process of 1-O-Acetyl-3-(N-acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-3-deoxy-D-galacto-heptitol

There total 5 articles about 1-O-Acetyl-3-(N-acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-3-deoxy-D-galacto-heptitol 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: 84.0%

4-O-Acetyl-3-(N-acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-1-O<(tert-butyl)dimethylsilyl>-3-deoxy-D-glycero-D-galacto-heptitol (131292-78-9) → 1-O-Acetyl-3-(N-acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-3-deoxy-D-galacto-heptitol (131292-79-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1002/hlca.19900730522

Reference yield: 81.7%

acetic anhydride (108-24-7) + 3-(N-Acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-3-deoxy-D-glycero-D-galacto-heptitol (131292-60-9) → 1-O-Acetyl-3-(N-acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-3-deoxy-D-galacto-heptitol (131292-79-0)

Guidance literature:

With pyridine; In dichloromethane; for 40h; Ambient temperature;

DOI:10.1002/hlca.19900730522

Reference yield:

Methyl 5-(N-acetyl-N-benzylamino)-4,7,8,9-tetra-O-benzyl-3,5-dideoxy-D-glycero-d-galacto-non-2-enonate (131292-56-3) → 1-O-Acetyl-3-(N-acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-3-deoxy-D-galacto-heptitol (131292-79-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) O₃/O₂, 2.) NaBH₄ / 1.) CH₂Cl₂, -70 deg C, 2.) MeOH, 0 deg C

2: 81.7 percent / pyridine / CH₂Cl₂ / 40 h / Ambient temperature

With pyridine; sodium tetrahydroborate; oxygen; ozone; In dichloromethane;

DOI:10.1002/hlca.19900730522

upstream raw materials:

acetic anhydride

3-(N-Acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-3-deoxy-D-glycero-D-galacto-heptitol

4-O-Acetyl-3-(N-acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-1-O<(tert-butyl)dimethylsilyl>-3-deoxy-D-glycero-D-galacto-heptitol

3-(N-Acetyl-N-benzylamino)-2,5,6,7-tetra-O-benzyl-1-O-<(tert-butyl)dimethylsilyl>-3-deoxy-D-glycero-d-galacto-heptitol

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