4,6-di-O-acetyl-3-C-[(1R)-2,6-anhydro-1,3,4,5,7-penta-O-acetyl-D-glycero-L-manno-heptitol-1-C-yl]-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-galacto-hexopyranosyl phenylsulfide

Base Information

• Chemical Name: 4,6-di-O-acetyl-3-C-[(1R)-2,6-anhydro-1,3,4,5,7-penta-O-acetyl-D-glycero-L-manno-heptitol-1-C-yl]-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-galacto-hexopyranosyl phenylsulfide
• CAS No.: 860634-53-3
• Molecular Formula: C₄₁H₅₁NO₁₇S
• Molecular Weight: 861.918
• Mol file: 860634-53-3.mol

Synonyms:4,6-di-O-acetyl-3-C-[(1R)-2,6-anhydro-1,3,4,5,7-penta-O-acetyl-D-glycero-L-manno-heptitol-1-C-yl]-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-galacto-hexopyranosyl phenylsulfide

Chemical Property of 4,6-di-O-acetyl-3-C-[(1R)-2,6-anhydro-1,3,4,5,7-penta-O-acetyl-D-glycero-L-manno-heptitol-1-C-yl]-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-galacto-hexopyranosyl phenylsulfide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,6-di-O-acetyl-3-C-[(1R)-2,6-anhydro-1,3,4,5,7-penta-O-acetyl-D-glycero-L-manno-heptitol-1-C-yl]-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-galacto-hexopyranosyl phenylsulfide

There total 3 articles about 4,6-di-O-acetyl-3-C-[(1R)-2,6-anhydro-1,3,4,5,7-penta-O-acetyl-D-glycero-L-manno-heptitol-1-C-yl]-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-galacto-hexopyranosyl phenylsulfide 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:

4-O-acetyl-1,6-anhydro-3-{(1R)-1,3,4,5,7-penta-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptitol-1-C-yl}-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-galacto-hexopyranose (860634-51-1) → 4,6-di-O-acetyl-3-C-[(1R)-2,6-anhydro-1,3,4,5,7-penta-O-acetyl-D-glycero-L-manno-heptitol-1-C-yl]-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-galacto-hexopyranosyl phenylsulfide (860634-53-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ZnI₂ / CH₂Cl₂ / 2 h / 20 °C

1.2: TBAF / tetrahydrofuran / 1 h / 20 °C

2.1: 370 mg / pyridine; DMAP / 18 h / 20 °C

With pyridine; dmap; zinc(II) iodide; In dichloromethane;

DOI:10.1002/chem.200401301

Reference yield:

phenylthiotrimethylsilane (4551-15-9) → 4,6-di-O-acetyl-3-C-[(1R)-2,6-anhydro-1,3,4,5,7-penta-O-acetyl-D-glycero-L-manno-heptitol-1-C-yl]-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-galacto-hexopyranosyl phenylsulfide (860634-53-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ZnI₂ / CH₂Cl₂ / 2 h / 20 °C

1.2: TBAF / tetrahydrofuran / 1 h / 20 °C

2.1: 370 mg / pyridine; DMAP / 18 h / 20 °C

With pyridine; dmap; zinc(II) iodide; In dichloromethane;

DOI:10.1002/chem.200401301

Reference yield:

Acetic acid (R)-[(2R,3R,4R,5R,6S)-3-acetoxy-5-(benzyl-methoxy-amino)-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-4-yl]-((2S,3S,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-methyl ester + acetic anhydride (108-24-7) → 4,6-di-O-acetyl-3-C-[(1R)-2,6-anhydro-1,3,4,5,7-penta-O-acetyl-D-glycero-L-manno-heptitol-1-C-yl]-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-galacto-hexopyranosyl phenylsulfide (860634-53-3)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 18h;

DOI:10.1002/chem.200401301

upstream raw materials:

acetic anhydride

4-O-acetyl-1,6-anhydro-3-{(1R)-1,3,4,5,7-penta-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptitol-1-C-yl}-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-galacto-hexopyranose

phenylthiotrimethylsilane