(2S,3S,4R)-2,3,4-tris(benzoyloxy)-N-(furan-2-ylmethylene)hex-5-en-1-amine oxide

Base Information

• Chemical Name: (2S,3S,4R)-2,3,4-tris(benzoyloxy)-N-(furan-2-ylmethylene)hex-5-en-1-amine oxide
• CAS No.: 862281-55-8
• Molecular Formula: C₃₂H₂₇NO₈
• Molecular Weight: 553.568
• Mol file: 862281-55-8.mol

Synonyms:(2S,3S,4R)-2,3,4-tris(benzoyloxy)-N-(furan-2-ylmethylene)hex-5-en-1-amine oxide

Chemical Property of (2S,3S,4R)-2,3,4-tris(benzoyloxy)-N-(furan-2-ylmethylene)hex-5-en-1-amine oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4R)-2,3,4-tris(benzoyloxy)-N-(furan-2-ylmethylene)hex-5-en-1-amine oxide

There total 4 articles about (2S,3S,4R)-2,3,4-tris(benzoyloxy)-N-(furan-2-ylmethylene)hex-5-en-1-amine oxide 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: 40.0%

C27H25NO7 (910033-59-9) + furfural (98-01-1) → (2S,3S,4R)-2,3,4-tris(benzoyloxy)-N-(furan-2-ylmethylene)hex-5-en-1-amine oxide (862281-55-8)

Guidance literature:

In toluene; at 50 ℃; for 18h;

DOI:10.1016/j.tet.2005.04.066

Reference yield:

2,3,4-Tri-O-benzoyl-5,6-dideoxy-D-xylo-hex-5-enose (131566-71-7) → (2S,3S,4R)-2,3,4-tris(benzoyloxy)-N-(furan-2-ylmethylene)hex-5-en-1-amine oxide (862281-55-8)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₂OH*HCl; NaHCO₃

2: NaBH₃CN; HCl / dioxane

3: toluene / 18 h / 50 °C

With hydrogenchloride; hydroxylamine hydrochloride; sodium cyanoborohydride; sodium hydrogencarbonate; In 1,4-dioxane; toluene;

DOI:10.1081/NCN-200060056

Reference yield:

(E/Z)-5,6-dideoxy-2,3,4-tri-O-benzoyl-D-xylo-hex-5-enose oxime (862281-53-6) → (2S,3S,4R)-2,3,4-tris(benzoyloxy)-N-(furan-2-ylmethylene)hex-5-en-1-amine oxide (862281-55-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₃CN; HCl / dioxane

2: toluene / 18 h / 50 °C

With hydrogenchloride; sodium cyanoborohydride; In 1,4-dioxane; toluene;

DOI:10.1081/NCN-200060056

upstream raw materials:

C₂₇H₂₅NO₇

furfural

2,3,4-Tri-O-benzoyl-5,6-dideoxy-D-xylo-hex-5-enose

(E/Z)-5,6-dideoxy-2,3,4-tri-O-benzoyl-D-xylo-hex-5-enose oxime