(Z)-3,4,6-tri-O-benzyl-l-xylo-hex-2-ulose methyloxime

Base Information

• Chemical Name: (Z)-3,4,6-tri-O-benzyl-l-xylo-hex-2-ulose methyloxime
• CAS No.: 1438263-48-9
• Molecular Formula: C₂₈H₃₃NO₆
• Molecular Weight: 479.573
• Mol file: 1438263-48-9.mol

Synonyms:(Z)-3,4,6-tri-O-benzyl-l-xylo-hex-2-ulose methyloxime

Chemical Property of (Z)-3,4,6-tri-O-benzyl-l-xylo-hex-2-ulose methyloxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-3,4,6-tri-O-benzyl-l-xylo-hex-2-ulose methyloxime

There total 5 articles about (Z)-3,4,6-tri-O-benzyl-l-xylo-hex-2-ulose 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:

3,4,6-tri-O-benzyl-l-sorbose + N-methoxylamine hydrochloride (593-56-6) → (E)-3,4,6-tri-O-benzyl-l-xylo-hex-2-ulose methyloxime (1438263-47-8) + (Z)-3,4,6-tri-O-benzyl-l-xylo-hex-2-ulose methyloxime (1438263-48-9)

Guidance literature:

With alkaline acetate; In methanol; at 20 ℃; for 96h; Overall yield = 88 %; Overall yield = 8.44 g; Inert atmosphere;

DOI:10.1016/j.carres.2013.03.017

Reference yield:

3-O-benzyl-1,2-4,6-di-O-isopropylidene l-sorbose (1438263-43-4) → (E)-3,4,6-tri-O-benzyl-l-xylo-hex-2-ulose methyloxime (1438263-47-8) + (Z)-3,4,6-tri-O-benzyl-l-xylo-hex-2-ulose methyloxime (1438263-48-9)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid / water / 20 °C / Inert atmosphere

2: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere

3: acetic acid / water / 50 °C / Inert atmosphere

4: alkaline acetate / methanol / 96 h / 20 °C / Inert atmosphere

With sodium hydride; acetic acid; In tetrahydrofuran; methanol; water; mineral oil;

DOI:10.1016/j.carres.2013.03.017

Reference yield:

3-O-benzyl-1,2-O-isopropylidene l-sorbose (1438263-44-5) → (E)-3,4,6-tri-O-benzyl-l-xylo-hex-2-ulose methyloxime (1438263-47-8) + (Z)-3,4,6-tri-O-benzyl-l-xylo-hex-2-ulose methyloxime (1438263-48-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere

2: acetic acid / water / 50 °C / Inert atmosphere

3: alkaline acetate / methanol / 96 h / 20 °C / Inert atmosphere

With sodium hydride; acetic acid; In tetrahydrofuran; methanol; water; mineral oil;

DOI:10.1016/j.carres.2013.03.017

upstream raw materials:

11,2:4,6-di-O-isopropylidene-α-L-sorbofuranose

3-O-benzyl-1,2-4,6-di-O-isopropylidene l-sorbose

3-O-benzyl-1,2-O-isopropylidene l-sorbose

3,4,6-tri-O-benzyl-1,2-O-isopropylidene l-sorbose