2-{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}-N-hydroxyethanimine

Base Information

• Chemical Name: 2-{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}-N-hydroxyethanimine
• CAS No.: 1220328-95-9
• Molecular Formula: C₁₄H₁₉NO₃
• Molecular Weight: 249.31
• Mol file: 1220328-95-9.mol

Synonyms:2-{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}-N-hydroxyethanimine

Chemical Property of 2-{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}-N-hydroxyethanimine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}-N-hydroxyethanimine

There total 4 articles about 2-{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}-N-hydroxyethanimine 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: 87.0%

{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}acetaldehyde (1425947-51-8) → 2-{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}-N-hydroxyethanimine (1220328-95-9)

Guidance literature:

{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}acetaldehyde; With sodium acetate; In ethanol; water; for 0.25h; Inert atmosphere;

With hydroxylamine hydrochloride; In ethanol; water; at 60 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jm501833t

Reference yield:

({[(2R)-2-(2,2-diethoxyethoxy)pent-4-en-1-yl]oxy}methyl)benzene (1220328-94-8) → 2-{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}-N-hydroxyethanimine (1220328-95-9)

Guidance literature:

({[(2R)-2-(2,2-diethoxyethoxy)pent-4-en-1-yl]oxy}methyl)benzene; With formic acid; In water; at 20 ℃; for 0.5h;

With sodium acetate; hydroxylamine sulfate; In ethanol; water; at 20 ℃;

Reference yield:

(R)-1-benzyloxypent-4-en-2-ol (58931-16-1,88981-35-5,110339-28-1) → 2-{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}-N-hydroxyethanimine (1220328-95-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

1.2: 42 h / 0 °C / Reflux

2.1: hydrogenchloride; water / tetrahydrofuran / 1 h / 75 °C

3.1: sodium acetate; hydroxylamine hydrochloride / ethanol; water / 18 h / 60 °C

With hydrogenchloride; hydroxylamine hydrochloride; water; sodium acetate; sodium hydride; In tetrahydrofuran; ethanol; water; mineral oil;

upstream raw materials:

({[(2R)-2-(2,2-diethoxyethoxy)pent-4-en-1-yl]oxy}methyl)benzene

{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}acetaldehyde

(R)-1-benzyloxypent-4-en-2-ol

(R)-benzyl glycidol

Downstream raw materials:

(3aR,5R)-5-[(benzyloxy)methyl]-3,3a,4,5-tetrahydro-7H-pyrano[3,4-c][1,2]oxazole

(3aR,5R,7aS)-5-[(benzyloxy)methyl]-7a-(2,4-difluorophenyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole

[(2R,4R,5S)-5-amino-2-[(benzyloxy)methyl]-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol

(3aR,5R,7aS)-5-[(benzyloxy)methyl]-7a-(2-fluorophenyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole