tert-butyl methyl[(1S)-1-methyl-2-oxo-2-{[(4aR,5aS,9S,11aS)-10-oxo-2-(2-phenylethyl)dodecahydro-2H-pyrido[4',3':4,5]pyrrolo[1,2-a]azepin-9-yl]amino}ethyl]carbamate

Base Information

Chemical Name:tert-butyl methyl[(1S)-1-methyl-2-oxo-2-{[(4aR,5aS,9S,11aS)-10-oxo-2-(2-phenylethyl)dodecahydro-2H-pyrido[4',3':4,5]pyrrolo[1,2-a]azepin-9-yl]amino}ethyl]carbamate
CAS No.:1595087-14-1
Molecular Formula:C₂₉H₄₄N₄O₄
Molecular Weight:512.693
Hs Code.:

tert-butyl methyl[(1S)-1-methyl-2-oxo-2-{[(4aR,5aS,9S,11aS)-10-oxo-2-(2-phenylethyl)dodecahydro-2H-pyrido[4',3':4,5]pyrrolo[1,2-a]azepin-9-yl]amino}ethyl]carbamate

Synonyms:tert-butyl methyl[(1S)-1-methyl-2-oxo-2-{[(4aR,5aS,9S,11aS)-10-oxo-2-(2-phenylethyl)dodecahydro-2H-pyrido[4',3':4,5]pyrrolo[1,2-a]azepin-9-yl]amino}ethyl]carbamate

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Chemical Property of tert-butyl methyl[(1S)-1-methyl-2-oxo-2-{[(4aR,5aS,9S,11aS)-10-oxo-2-(2-phenylethyl)dodecahydro-2H-pyrido[4',3':4,5]pyrrolo[1,2-a]azepin-9-yl]amino}ethyl]carbamate

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Technology Process of tert-butyl methyl[(1S)-1-methyl-2-oxo-2-{[(4aR,5aS,9S,11aS)-10-oxo-2-(2-phenylethyl)dodecahydro-2H-pyrido[4',3':4,5]pyrrolo[1,2-a]azepin-9-yl]amino}ethyl]carbamate

There total 14 articles about tert-butyl methyl[(1S)-1-methyl-2-oxo-2-{[(4aR,5aS,9S,11aS)-10-oxo-2-(2-phenylethyl)dodecahydro-2H-pyrido[4',3':4,5]pyrrolo[1,2-a]azepin-9-yl]amino}ethyl]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:

: 1595086-08-0
tert-butyl methyl[(1S)-1-methyl-2-oxo-2-{[(4aR,5aS,9S,11aS)-10-oxododecahydro-2H-pyrido[4',3':4,5]pyrrolo[1,2-a]azepin-9-yl]amino}ethyl]carbamate

: 122-78-1
phenylacetaldehyde

: 1595087-14-1
tert-butyl methyl[(1S)-1-methyl-2-oxo-2-{[(4aR,5aS,9S,11aS)-10-oxo-2-(2-phenylethyl)dodecahydro-2H-pyrido[4',3':4,5]pyrrolo[1,2-a]azepin-9-yl]amino}ethyl]carbamate

Guidance literature:: tert-butyl methyl[(1S)-1-methyl-2-oxo-2-{[(4aR,5aS,9S,11aS)-10-oxododecahydro-2H-pyrido[4',3':4,5]pyrrolo[1,2-a]azepin-9-yl]amino}ethyl]carbamate; phenylacetaldehyde; In dichloromethane; at 20 ℃; for 1h;

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmcl.2014.02.016

Reference yield:

: 16948-16-6
N-(tert-butoxycarbonyl)-N-methyl-L-alanine

: 1595087-14-1
tert-butyl methyl[(1S)-1-methyl-2-oxo-2-{[(4aR,5aS,9S,11aS)-10-oxo-2-(2-phenylethyl)dodecahydro-2H-pyrido[4',3':4,5]pyrrolo[1,2-a]azepin-9-yl]amino}ethyl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dichloromethane / 0.25 h / 0 °C

1.2: 2 h / 0 - 20 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C

3.1: dichloromethane / 1 h / 20 °C

3.2: 20 °C

With 4-methyl-morpholine; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2014.02.016

Reference yield:

: 24334-19-8
ethyl 1H-pyrrolo[2,3-c]pyridine-2-carboxylate

: 1595087-14-1
tert-butyl methyl[(1S)-1-methyl-2-oxo-2-{[(4aR,5aS,9S,11aS)-10-oxo-2-(2-phenylethyl)dodecahydro-2H-pyrido[4',3':4,5]pyrrolo[1,2-a]azepin-9-yl]amino}ethyl]carbamate

Guidance literature:: Multi-step reaction with 13 steps

1.1: dmap / tetrahydrofuran / 1 h / 20 °C

2.1: 5% rhodium on activated aluminium oxide; hydrogen / tetrahydrofuran / 48 h / 50 °C / 10343.2 Torr

3.1: triethylamine / dichloromethane / 0.5 h / 0 °C

4.1: lithium borohydride / tetrahydrofuran / 2 h / 55 °C

5.1: Dess-Martin periodane / dichloromethane / 3 h / 20 °C

6.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / 20 °C

6.2: 3 h / 20 °C

7.1: hydrogenchloride; water / 1,4-dioxane / 2 h / 20 °C

8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dichloromethane / 0.25 h / 0 °C

8.2: 20 °C

9.1: Grubbs catalyst first generation / dichloromethane / 40 °C / Inert atmosphere

10.1: hydrogenchloride; water / 1,4-dioxane / 1 h / 20 °C

11.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dichloromethane / 0.25 h / 0 °C

11.2: 2 h / 0 - 20 °C

12.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C

13.1: dichloromethane / 1 h / 20 °C

13.2: 20 °C

With 4-methyl-morpholine; Grubbs catalyst first generation; hydrogenchloride; dmap; lithium borohydride; n-butyllithium; 5% rhodium on activated aluminium oxide; palladium 10% on activated carbon; water; hydrogen; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane;
DOI:10.1016/j.bmcl.2014.02.016