(3R,5aS,6aR,6bS)-3-phenyl-6,6-bis(trideuteromethyl)tetrahydro-1H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(3H)-one

Base Information

Chemical Name:(3R,5aS,6aR,6bS)-3-phenyl-6,6-bis(trideuteromethyl)tetrahydro-1H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(3H)-one
CAS No.:1158083-39-6
Molecular Formula:C₁₅H₁₇NO₂
Molecular Weight:249.258
Hs Code.:

Synonyms:(3R,5aS,6aR,6bS)-3-phenyl-6,6-bis(trideuteromethyl)tetrahydro-1H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(3H)-one

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Chemical Property of (3R,5aS,6aR,6bS)-3-phenyl-6,6-bis(trideuteromethyl)tetrahydro-1H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(3H)-one

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Technology Process of (3R,5aS,6aR,6bS)-3-phenyl-6,6-bis(trideuteromethyl)tetrahydro-1H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(3H)-one

There total 1 articles about (3R,5aS,6aR,6bS)-3-phenyl-6,6-bis(trideuteromethyl)tetrahydro-1H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(3H)-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:

: C₁₅H₁₀⁽²⁾H₆S

: 134107-65-6
(3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one

: 1158083-39-6
(3R,5aS,6aR,6bS)-3-phenyl-6,6-bis(trideuteromethyl)tetrahydro-1H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(3H)-one

Guidance literature:: In tetrahydrofuran; 1,2-dimethoxyethane; at -70 - -30 ℃; for 3h;
DOI:10.1002/jlcr.1905

Reference yield: 98.0%

: 1158083-39-6
(3R,5aS,6aR,6bS)-3-phenyl-6,6-bis(trideuteromethyl)tetrahydro-1H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(3H)-one

: 1158083-40-9
((1R,2S,5S)-3-benzyl-6,6-bis(trideuteromethyl)-3-azabicyclo[3.1.0]hexan-2-yl)methanol

Guidance literature:: (3R,5aS,6aR,6bS)-3-phenyl-6,6-bis(trideuteromethyl)tetrahydro-1H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(3H)-one; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Reflux;

With potassium hydrogensulfate; In tetrahydrofuran; water; at 0 ℃;
DOI:10.1002/jlcr.1905

Reference yield:

: 1158083-39-6
(3R,5aS,6aR,6bS)-3-phenyl-6,6-bis(trideuteromethyl)tetrahydro-1H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(3H)-one

: 1158083-45-4
methyl (1R,2S,5S)-6,6-bis(trideuteromethyl)-3-azabicyclo[3.1.0]hexane-2-carboxylate hydrochloride

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux

1.2: 0 °C

2.1: palladium 10% on activated carbon; ammonium formate / methanol / 2 h / Reflux

3.1: triethylamine / dichloromethane / 15 h / 20 °C

4.1: sodium periodate; ruthenium(III) trichloride hydrate / water; ethyl acetate; acetonitrile / 1 h / 20 °C

5.1: methanol; hexane; benzene / 15 h / 20 °C

6.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

With hydrogenchloride; sodium periodate; lithium aluminium tetrahydride; ruthenium(III) trichloride hydrate; palladium 10% on activated carbon; ammonium formate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water; ethyl acetate; acetonitrile; benzene;
DOI:10.1002/jlcr.1905