Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (E)-O-methyloxime

Base Information

• Chemical Name: Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (E)-O-methyloxime
• CAS No.: 170998-64-8
• Molecular Formula: C₂₂H₂₇NO₅
• Molecular Weight: 385.46
• Mol file: 170998-64-8.mol

Synonyms:Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (E)-O-methyloxime

Chemical Property of Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (E)-O-methyloxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (E)-O-methyloxime

There total 2 articles about Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (E)-O-methyloxime 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: 88.0%

N-methoxylamine hydrochloride (593-56-6) + Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (170998-55-7) → Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (E)-O-methyloxime (170998-64-8)

Guidance literature:

With sodium hydrogencarbonate; In methanol; for 3h; Heating;

Reference yield:

Methyl 2,4-di-O-benzyl-6-deoxy-α-L-galactopyranoside (42822-12-8) → Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (E)-O-methyloxime (170998-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / PCC / CH₂Cl₂ / Ambient temperature

2: 88 percent / NaHCO₃ / methanol / 3 h / Heating

With sodium hydrogencarbonate; pyridinium chlorochromate; In methanol; dichloromethane;

Reference yield:

Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (E)-O-methyloxime (170998-64-8) → Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-galactopyranoside (170998-58-0) + Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-gulopyranoside (170998-57-9)

Guidance literature:

With lithium aluminium tetrahydride; In 1,4-dioxane; at 90 ℃; for 3h; Yield given. Yields of byproduct given;

upstream raw materials:

N-methoxylamine hydrochloride

Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose

Methyl 2,4-di-O-benzyl-6-deoxy-α-L-galactopyranoside

Downstream raw materials:

Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-galactopyranoside

Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-gulopyranoside