(R)-2-((4S,5R)-5-Bromomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(4,5-diphenyl-oxazol-2-yl)-ethylamine

Base Information

Chemical Name:(R)-2-((4S,5R)-5-Bromomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(4,5-diphenyl-oxazol-2-yl)-ethylamine
CAS No.:328000-48-2
Molecular Formula:C₂₃H₂₅BrN₂O₃
Molecular Weight:457.367
Hs Code.:

Synonyms:(R)-2-((4S,5R)-5-Bromomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(4,5-diphenyl-oxazol-2-yl)-ethylamine

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Chemical Property of (R)-2-((4S,5R)-5-Bromomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(4,5-diphenyl-oxazol-2-yl)-ethylamine

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Technology Process of (R)-2-((4S,5R)-5-Bromomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(4,5-diphenyl-oxazol-2-yl)-ethylamine

There total 5 articles about (R)-2-((4S,5R)-5-Bromomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(4,5-diphenyl-oxazol-2-yl)-ethylamine 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: 68.0%

: 328000-47-1
(1S,2S,5S)-3-[(E)-(R)-2-((4S,5R)-5-Bromomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(4,5-diphenyl-oxazol-2-yl)-ethylimino]-2,6,6-trimethyl-bicyclo[3.1.1]heptan-2-ol

: 328000-48-2
(R)-2-((4S,5R)-5-Bromomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(4,5-diphenyl-oxazol-2-yl)-ethylamine

Guidance literature:: With citric acid; In tetrahydrofuran; at 20 ℃;
DOI:10.1055/s-2000-8719

Reference yield:

: 33162-00-4
2-Aminomethyl-4,5-diphenyl-1,3-oxazole

: 328000-48-2
(R)-2-((4S,5R)-5-Bromomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(4,5-diphenyl-oxazol-2-yl)-ethylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 65 percent / BF₃*OEt₂; 4 Angstroem molecular sieves / toluene / 4 h / Heating

2.1: LDA / tetrahydrofuran; hexane / 0.17 h / -78 °C

2.2: 30 percent / tetrahydrofuran; hexane / 12 h / -78 - 20 °C

3.1: 68 percent / aq. citric acid / tetrahydrofuran / 20 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; citric acid; lithium diisopropyl amide; In tetrahydrofuran; hexane; toluene; 1.1: Condensation / 2.1: deprotonation / 2.2: Alkylation / 3.1: Hydrolysis;
DOI:10.1055/s-2000-8719

Reference yield:

: 328000-89-1
4,5-Diphenyl-2-phthalimidomethyl-1,3-oxazole

: 328000-48-2
(R)-2-((4S,5R)-5-Bromomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(4,5-diphenyl-oxazol-2-yl)-ethylamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / hydrazine hydrate / ethanol / 2 h / Heating

2.1: 65 percent / BF₃*OEt₂; 4 Angstroem molecular sieves / toluene / 4 h / Heating

3.1: LDA / tetrahydrofuran; hexane / 0.17 h / -78 °C

3.2: 30 percent / tetrahydrofuran; hexane / 12 h / -78 - 20 °C

4.1: 68 percent / aq. citric acid / tetrahydrofuran / 20 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; hydrazine hydrate; citric acid; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; toluene; 1.1: Substitution / 2.1: Condensation / 3.1: deprotonation / 3.2: Alkylation / 4.1: Hydrolysis;
DOI:10.1055/s-2000-8719