(3S,7aR)-6-[2-(2-bromo-6-methoxy-4-methylphenyl)ethyl]-7a-isobutyl-3-isopropyltetrahydropyrrolo[2,1-b]oxazol-5-one

Base Information

Chemical Name:(3S,7aR)-6-[2-(2-bromo-6-methoxy-4-methylphenyl)ethyl]-7a-isobutyl-3-isopropyltetrahydropyrrolo[2,1-b]oxazol-5-one
CAS No.:630120-32-0
Molecular Formula:C₂₃H₃₄BrNO₃
Molecular Weight:452.432
Hs Code.:

Synonyms:(3S,7aR)-6-[2-(2-bromo-6-methoxy-4-methylphenyl)ethyl]-7a-isobutyl-3-isopropyltetrahydropyrrolo[2,1-b]oxazol-5-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,7aR)-6-[2-(2-bromo-6-methoxy-4-methylphenyl)ethyl]-7a-isobutyl-3-isopropyltetrahydropyrrolo[2,1-b]oxazol-5-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (3S,7aR)-6-[2-(2-bromo-6-methoxy-4-methylphenyl)ethyl]-7a-isobutyl-3-isopropyltetrahydropyrrolo[2,1-b]oxazol-5-one

There total 9 articles about (3S,7aR)-6-[2-(2-bromo-6-methoxy-4-methylphenyl)ethyl]-7a-isobutyl-3-isopropyltetrahydropyrrolo[2,1-b]oxazol-5-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: 79.0%

: 630120-27-3
1-bromo-2-(2-iodoethyl)-3-methoxy-5-methylbenzene

: 630120-16-0
(3S,7aS)-7a-isobutyl-3-isopropyltetrahydropyrrolo[2,1-b]oxazol-5-one

: 630120-32-0
(3S,7aR)-6-[2-(2-bromo-6-methoxy-4-methylphenyl)ethyl]-7a-isobutyl-3-isopropyltetrahydropyrrolo[2,1-b]oxazol-5-one

Guidance literature:: (3S,7aS)-7a-isobutyl-3-isopropyltetrahydropyrrolo[2,1-b]oxazol-5-one; With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

1-bromo-2-(2-iodoethyl)-3-methoxy-5-methylbenzene; In tetrahydrofuran; at 20 ℃; for 36h;
DOI:10.1016/j.tetlet.2003.08.089

Reference yield:

: 133129-29-0
2-bromo-6-methoxy-4-methylbenzaldehyde

: 630120-32-0
(3S,7aR)-6-[2-(2-bromo-6-methoxy-4-methylphenyl)ethyl]-7a-isobutyl-3-isopropyltetrahydropyrrolo[2,1-b]oxazol-5-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: (Me₃Si)2NK / toluene / 1 h

1.2: 76 percent / toluene / 10 h

2.1: 9-BBN / tetrahydrofuran / 10 h / 0 - 20 °C

2.2: 87 percent / aq. NaOH; aq. H₂O₂ / methanol / 2 h

3.1: Et₃N; MsCl / CH₂Cl₂ / 2 h

3.2: 92 percent / NaI / acetone / 24 h / Heating

4.1: BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 1 h / -78 °C

4.2: 79 percent Turnov_. / HMPA / hexane; tetrahydrofuran / 37 h / -78 - 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; potassium hexamethylsilazane; methanesulfonyl chloride; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; toluene; 1.2: Wittig reaction;

Reference yield:

: 18432-37-6,60856-81-7
4-isobutyl-γ-butyrolactone

: 630120-32-0
(3S,7aR)-6-[2-(2-bromo-6-methoxy-4-methylphenyl)ethyl]-7a-isobutyl-3-isopropyltetrahydropyrrolo[2,1-b]oxazol-5-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. H₂SO₄; Na₂Cr₂O₇; AcOH / 11 h

2.1: 75 percent / toluene / 15 h / Heating

3.1: BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 1 h / -78 °C

3.2: 79 percent Turnov_. / HMPA / hexane; tetrahydrofuran / 37 h / -78 - 20 °C

With n-butyllithium; sodium dichromate; sulfuric acid; acetic acid; diisopropylamine; In tetrahydrofuran; hexane; toluene;