4-[4-{(5S,7aR)-3-oxo-1,3,5,7a-tetrahydropyrrolo[1,2-c]oxazol-5-yl}butyl]phenyl acetate

Base Information

Chemical Name:4-[4-{(5S,7aR)-3-oxo-1,3,5,7a-tetrahydropyrrolo[1,2-c]oxazol-5-yl}butyl]phenyl acetate
CAS No.:1618657-93-4
Molecular Formula:C₁₈H₂₁NO₄
Molecular Weight:315.369
Hs Code.:

Synonyms:4-[4-{(5S,7aR)-3-oxo-1,3,5,7a-tetrahydropyrrolo[1,2-c]oxazol-5-yl}butyl]phenyl acetate

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Chemical Property of 4-[4-{(5S,7aR)-3-oxo-1,3,5,7a-tetrahydropyrrolo[1,2-c]oxazol-5-yl}butyl]phenyl acetate

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Technology Process of 4-[4-{(5S,7aR)-3-oxo-1,3,5,7a-tetrahydropyrrolo[1,2-c]oxazol-5-yl}butyl]phenyl acetate

There total 3 articles about 4-[4-{(5S,7aR)-3-oxo-1,3,5,7a-tetrahydropyrrolo[1,2-c]oxazol-5-yl}butyl]phenyl acetate 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: 64.0%

: 1268338-53-9
(5R,7aR)-5-(iodomethyl)-1,7a-dihydropyrrolo[1,2-c]oxazol-3(5H)-one

: 1618657-87-6
C₁₁H₁₃BrO₂Zn

: 1618657-93-4
4-[4-{(5S,7aR)-3-oxo-1,3,5,7a-tetrahydropyrrolo[1,2-c]oxazol-5-yl}butyl]phenyl acetate

Guidance literature:: With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 2,6-bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)pyridine; In N,N-dimethyl acetamide; at 20 ℃; for 20h; Inert atmosphere;
DOI:10.1016/j.bmcl.2014.06.001

Reference yield:

: 107866-55-7
4-(3-hydroxypropyl)phenyl acetate

: 1618657-93-4
4-[4-{(5S,7aR)-3-oxo-1,3,5,7a-tetrahydropyrrolo[1,2-c]oxazol-5-yl}butyl]phenyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.5 h / 0 °C

2: iodine; zinc / N,N-dimethyl acetamide / 3 h / 20 - 80 °C

3: bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 2,6-bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)pyridine / N,N-dimethyl acetamide / 20 h / 20 °C / Inert atmosphere

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; carbon tetrabromide; iodine; 2,6-bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)pyridine; triphenylphosphine; zinc; In dichloromethane; N,N-dimethyl acetamide; 3: |Negishi Coupling;
DOI:10.1016/j.bmcl.2014.06.001

Reference yield:

: 1618657-92-3
4-(3-bromopropyl)phenyl acetate

: 1618657-93-4
4-[4-{(5S,7aR)-3-oxo-1,3,5,7a-tetrahydropyrrolo[1,2-c]oxazol-5-yl}butyl]phenyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: iodine; zinc / N,N-dimethyl acetamide / 3 h / 20 - 80 °C

2: bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 2,6-bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)pyridine / N,N-dimethyl acetamide / 20 h / 20 °C / Inert atmosphere

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; iodine; 2,6-bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)pyridine; zinc; In N,N-dimethyl acetamide; 2: |Negishi Coupling;
DOI:10.1016/j.bmcl.2014.06.001