tert-butyl {(3aS,7aS)-2-[(1R)-1-phenylethyl]-1,2,3,4,7,7a-hexahydro-3aH-isoindol-3a-yl}carbamate

Base Information

Chemical Name:tert-butyl {(3aS,7aS)-2-[(1R)-1-phenylethyl]-1,2,3,4,7,7a-hexahydro-3aH-isoindol-3a-yl}carbamate
CAS No.:1037368-28-7
Molecular Formula:C₂₁H₃₀N₂O₂
Molecular Weight:342.481
Hs Code.:

Synonyms:tert-butyl {(3aS,7aS)-2-[(1R)-1-phenylethyl]-1,2,3,4,7,7a-hexahydro-3aH-isoindol-3a-yl}carbamate

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Chemical Property of tert-butyl {(3aS,7aS)-2-[(1R)-1-phenylethyl]-1,2,3,4,7,7a-hexahydro-3aH-isoindol-3a-yl}carbamate

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Technology Process of tert-butyl {(3aS,7aS)-2-[(1R)-1-phenylethyl]-1,2,3,4,7,7a-hexahydro-3aH-isoindol-3a-yl}carbamate

There total 6 articles about tert-butyl {(3aS,7aS)-2-[(1R)-1-phenylethyl]-1,2,3,4,7,7a-hexahydro-3aH-isoindol-3a-yl}carbamate 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:

: 1037368-27-6
(1S,6S)-1-amino-8-[(1R)-1-phenylethyl]-8-azabicyclo[4.3.0]non-3-ene

: 24424-99-5
di-tert-butyl dicarbonate

: 1037368-28-7
tert-butyl {(3aS,7aS)-2-[(1R)-1-phenylethyl]-1,2,3,4,7,7a-hexahydro-3aH-isoindol-3a-yl}carbamate

Guidance literature:: In dichloromethane; at 20 ℃; for 16h;

Reference yield:

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

: 1037368-28-7
tert-butyl {(3aS,7aS)-2-[(1R)-1-phenylethyl]-1,2,3,4,7,7a-hexahydro-3aH-isoindol-3a-yl}carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 1 h / 80 °C / Inert atmosphere

2: dichloromethane / 16 h / 20 °C

With sodium bis(2-methoxyethoxy)aluminium dihydride; In dichloromethane; toluene;
DOI:10.3987/COM-18-13889

Reference yield:

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

: 1037368-28-7
tert-butyl {(3aS,7aS)-2-[(1R)-1-phenylethyl]-1,2,3,4,7,7a-hexahydro-3aH-isoindol-3a-yl}carbamate

Guidance literature:: Multi-step reaction with 5 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

4.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 1 h / 80 °C / Inert atmosphere

5.1: dichloromethane / 16 h / 20 °C

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