2H-Pyrrole,3,4-dihydro-4-[(tetrahydro-2H-pyran-2-yl)oxy]-,1-oxide(9CI)

Base Information

• Chemical Name: 2H-Pyrrole,3,4-dihydro-4-[(tetrahydro-2H-pyran-2-yl)oxy]-,1-oxide(9CI)
• CAS No.: 335232-71-8
• Molecular Formula: C₉H₁₅NO₃
• Molecular Weight: 185.223
• Mol file: 335232-71-8.mol

Synonyms:2H-Pyrrole,3,4-dihydro-4-[(tetrahydro-2H-pyran-2-yl)oxy]-,1-oxide(9CI)

Chemical Property of 2H-Pyrrole,3,4-dihydro-4-[(tetrahydro-2H-pyran-2-yl)oxy]-,1-oxide(9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2H-Pyrrole,3,4-dihydro-4-[(tetrahydro-2H-pyran-2-yl)oxy]-,1-oxide(9CI)

There total 7 articles about 2H-Pyrrole,3,4-dihydro-4-[(tetrahydro-2H-pyran-2-yl)oxy]-,1-oxide(9CI) 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:

(S)-3-(Tetrahydro-pyran-2-yloxy)-pyrrolidin-1-ol → (3S)-3-[(tetrahydro-2H-pyran-2-yl)oxy]pyrroline 1-oxide (292850-53-4,335232-71-8) + 3-(tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyrrole 1-oxide

Guidance literature:

With mercury(II) oxide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ol006125q

Reference yield:

(2S,2'RS) 2-O-(Tetrahydro-2'-pyranyl)-1,2,4-butanetriol (5055-09-4) → (3S)-3-[(tetrahydro-2H-pyran-2-yl)oxy]pyrroline 1-oxide (292850-53-4,335232-71-8)

Guidance literature:

Multi-step reaction with 3 steps

1: TEA / CH₂Cl₂ / 1 h / 20 °C

2: NH₂OH*HCl; TEA / 5 h / Heating

3: HgO / CH₂Cl₂ / 3 h / 20 °C

With TEA; hydroxylamine hydrochloride; mercury(II) oxide; In dichloromethane;

DOI:10.1002/1099-0690(200206)2002:12<1941::AID-EJOC1941>3.0.CO;2-T

Reference yield:

(S)-2-(2'-Tetrahydropyranyloxy)-bernsteinsaeurediethylester (5055-08-3,64028-88-2,64028-96-2,70287-19-3) → (3S)-3-[(tetrahydro-2H-pyran-2-yl)oxy]pyrroline 1-oxide (292850-53-4,335232-71-8)

Guidance literature:

Multi-step reaction with 4 steps

1: LiAlH₄ / diethyl ether / 6 h / Heating

2: TEA / CH₂Cl₂ / 1 h / 20 °C

3: NH₂OH*HCl; TEA / 5 h / Heating

4: HgO / CH₂Cl₂ / 3 h / 20 °C

With lithium aluminium tetrahydride; TEA; hydroxylamine hydrochloride; mercury(II) oxide; In diethyl ether; dichloromethane;

DOI:10.1002/1099-0690(200206)2002:12<1941::AID-EJOC1941>3.0.CO;2-T

upstream raw materials:

3,4-dihydro-2H-pyran

(2S,2'RS) 2-O-(Tetrahydro-2'-pyranyl)-1,2,4-butanetriol

(S)-2-(2'-Tetrahydropyranyloxy)-bernsteinsaeurediethylester

2(S)-(tetrahydropyranyloxy)-1,4-bis((methylsulfonyl)oxy)butane

Downstream raw materials:

(-)-(2aR,3S,6aR,6bR)-hexahydro-3-{2-[(4-methoxyphenyl)methoxy]ethyl}-2H-1,4-dioxa-4a-azacyclopenta[cd]pentalen-2-one

(+)-(2aS,3R,6aS,6bS)-hexahydro-3-{2-[(4-methoxyphenyl)methoxy]ethyl}-2H-1,4-dioxa-4a-azacyclopenta[cd]pentalen-2-one