(3aS,7aR)-3a-amino-2-[(1R)-1-phenylethyl]-2,3,3a,4,7,7a-hexahydro-1H-isoindol-1-one

Base Information

Chemical Name:(3aS,7aR)-3a-amino-2-[(1R)-1-phenylethyl]-2,3,3a,4,7,7a-hexahydro-1H-isoindol-1-one
CAS No.:1037368-26-5
Molecular Formula:C₁₆H₂₀N₂O
Molecular Weight:256.348
Hs Code.:

Synonyms:(3aS,7aR)-3a-amino-2-[(1R)-1-phenylethyl]-2,3,3a,4,7,7a-hexahydro-1H-isoindol-1-one

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Chemical Property of (3aS,7aR)-3a-amino-2-[(1R)-1-phenylethyl]-2,3,3a,4,7,7a-hexahydro-1H-isoindol-1-one

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Technology Process of (3aS,7aR)-3a-amino-2-[(1R)-1-phenylethyl]-2,3,3a,4,7,7a-hexahydro-1H-isoindol-1-one

There total 5 articles about (3aS,7aR)-3a-amino-2-[(1R)-1-phenylethyl]-2,3,3a,4,7,7a-hexahydro-1H-isoindol-1-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: 84.0%

: 1037368-24-3
tert-butyl (3aS,7aR)-1-oxo-2-[(1R)-1-phenylethyl]-1,2,3,4,7,7a-hexahydro-3aH-isoindole-3a-carboxylate

: 1037368-26-5
(3aS,7aR)-3a-amino-2-[(1R)-1-phenylethyl]-2,3,3a,4,7,7a-hexahydro-1H-isoindol-1-one

Guidance literature:: tert-butyl (3aS,7aR)-1-oxo-2-[(1R)-1-phenylethyl]-1,2,3,4,7,7a-hexahydro-3aH-isoindole-3a-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 15h;

With diphenyl phosphoryl azide; triethylamine; In toluene; at 0 - 100 ℃; for 0.5h; Inert atmosphere;

With hydrogenchloride; water; at 50 ℃; for 6h;
DOI:10.3987/COM-18-13889

Reference yield:

: 1037368-25-4
[(1S,6R)-7-oxo-8-[(1R)-1-phenylethyl]-8-azabicyclo[4.3.0]non-3-en-1-yl]carboxylic acid

: 1037368-26-5
(3aS,7aR)-3a-amino-2-[(1R)-1-phenylethyl]-2,3,3a,4,7,7a-hexahydro-1H-isoindol-1-one

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In toluene; at 0 - 100 ℃; for 0.5h;

Reference yield:

: 1037366-91-8
tert-butyl (3S)-5-oxo-1-[(1R)-1-phenylethyl]-3-(prop-2-en-1-yl)pyrrolidine-3-carboxylate

: 1037368-26-5
(3aS,7aR)-3a-amino-2-[(1R)-1-phenylethyl]-2,3,3a,4,7,7a-hexahydro-1H-isoindol-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 15 h / 20 °C

3.2: 0.5 h / 0 - 100 °C / Inert atmosphere

3.3: 6 h / 50 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 3.2: |Curtius Rearrangement;
DOI:10.3987/COM-18-13889