6-<(R)-1-(p-methoxyphenyl)ethyl>-6-aza-2-oxabicyclo-<3.2.1>oct-3-en-7-one

Base Information

Chemical Name:6-<(R)-1-(p-methoxyphenyl)ethyl>-6-aza-2-oxabicyclo-<3.2.1>oct-3-en-7-one
CAS No.:116233-62-6
Molecular Formula:C₁₅H₁₇NO₃
Molecular Weight:259.305
Hs Code.:

Synonyms:6-<(R)-1-(p-methoxyphenyl)ethyl>-6-aza-2-oxabicyclo-<3.2.1>oct-3-en-7-one

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Chemical Property of 6-<(R)-1-(p-methoxyphenyl)ethyl>-6-aza-2-oxabicyclo-<3.2.1>oct-3-en-7-one

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Technology Process of 6-<(R)-1-(p-methoxyphenyl)ethyl>-6-aza-2-oxabicyclo-<3.2.1>oct-3-en-7-one

There total 6 articles about 6-<(R)-1-(p-methoxyphenyl)ethyl>-6-aza-2-oxabicyclo-<3.2.1>oct-3-en-7-one 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:

: 116233-57-9,116298-49-8
4-exo-bromo-6-<(R)-1-(p-methoxyphenyl)ethyl>-6-aza-2-oxabicyclo<3.2.1>octan-7-one

: 116233-62-6
6-<(R)-1-(p-methoxyphenyl)ethyl>-6-aza-2-oxabicyclo-<3.2.1>oct-3-en-7-one

: 116298-50-1
6-<(R)-1-(p-methoxyphenyl)ethyl>-6-aza-2-oxabicyklo-<3.2.1>oct-3-en-7-one

Guidance literature:: With potassium tert-butylate; In dimethyl sulfoxide; at 23 ℃; for 12h;
DOI:10.1021/jo00255a020

Reference yield:

: 116233-54-6
3,6-dihydro-2H-pyran-2-carboxylic acid

: 116233-62-6
6-<(R)-1-(p-methoxyphenyl)ethyl>-6-aza-2-oxabicyclo-<3.2.1>oct-3-en-7-one

Guidance literature:: Multi-step reaction with 5 steps

1: oxalyl chloride / toluene / 0.5 h

2: Et₃N / toluene / 23 °C

3: pentane / 1 h

4: Br(coll)2ClO₄ (bromonium bis(collidine) perchlorate) / CH₂Cl₂ / 1.) 5 min. -78 deg C; 2.) from -78 deg C to RT

5: 290 mg / potassium tert-butoxide / dimethylsulfoxide / 12 h / 23 °C

With oxalyl dichloride; bromonium bis(collidine) perchlorate; potassium tert-butylate; triethylamine; In dichloromethane; dimethyl sulfoxide; toluene; pentane;
DOI:10.1021/jo00255a020

Reference yield:

: 24588-58-7
diethyl 3,6-dihydro-2H-pyran-2,2-dicarboxylate

: 116233-62-6
6-<(R)-1-(p-methoxyphenyl)ethyl>-6-aza-2-oxabicyclo-<3.2.1>oct-3-en-7-one

Guidance literature:: Multi-step reaction with 7 steps

1: 2 N KOH / ethanol; H₂O / 48 h / 23 °C

2: 95 percent / 1 h / 150 °C

3: oxalyl chloride / toluene / 0.5 h

4: Et₃N / toluene / 23 °C

5: pentane / 1 h

6: Br(coll)2ClO₄ (bromonium bis(collidine) perchlorate) / CH₂Cl₂ / 1.) 5 min. -78 deg C; 2.) from -78 deg C to RT

7: 290 mg / potassium tert-butoxide / dimethylsulfoxide / 12 h / 23 °C

With potassium hydroxide; oxalyl dichloride; bromonium bis(collidine) perchlorate; potassium tert-butylate; triethylamine; In ethanol; dichloromethane; water; dimethyl sulfoxide; toluene; pentane;
DOI:10.1021/jo00255a020