(8R,9aR)-2-benzyl-8-(benzyloxy)octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

Base Information

Chemical Name:(8R,9aR)-2-benzyl-8-(benzyloxy)octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one
CAS No.:1613630-22-0
Molecular Formula:C₂₂H₂₆N₂O₂
Molecular Weight:350.461
Hs Code.:

Synonyms:(8R,9aR)-2-benzyl-8-(benzyloxy)octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

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Chemical Property of (8R,9aR)-2-benzyl-8-(benzyloxy)octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

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Technology Process of (8R,9aR)-2-benzyl-8-(benzyloxy)octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

There total 3 articles about (8R,9aR)-2-benzyl-8-(benzyloxy)octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-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:

: 23583-21-3
ethyl-3-benzylamino propionate

: 136024-61-8
(4R)-benzyloxy-(2S)-formylpyrrolidine-1-carboxylic acid tert-butyl ester

: 1613630-14-0
(8R,9aS)-2-benzyl-8-(benzyloxy)octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

: 1613630-22-0
(8R,9aR)-2-benzyl-8-(benzyloxy)octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

Guidance literature:: (4R)-benzyloxy-(2S)-formylpyrrolidine-1-carboxylic acid tert-butyl ester; With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 10 - 25 ℃; for 16h;

ethyl-3-benzylamino propionate; With sodium tris(acetoxy)borohydride; In dichloromethane; at 10 - 25 ℃; for 0.5h;

With hydrogenchloride; In 1,4-dioxane; methanol; at 5 - 25 ℃; for 22h; Overall yield = 73.8 %; Overall yield = 20.3 g;

Reference yield:

: 109953-95-9
tert-butyl (2S,4R)-4-(benzyloxy)-2-(hydroxymethyl)pyrrolidine-1-carboxylate

: 1613630-22-0
(8R,9aR)-2-benzyl-8-(benzyloxy)octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C

1.2: 0.5 h / -78 - 0 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 16 h / 10 - 25 °C

2.2: 0.5 h / 10 - 25 °C

2.3: 22 h / 5 - 25 °C

With oxalyl dichloride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;

Reference yield:

: 40350-83-2,54631-82-2,54631-81-1
(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

: 1613630-22-0
(8R,9aR)-2-benzyl-8-(benzyloxy)octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: isobutyl chloroformate; 4-methyl-morpholine / tetrahydrofuran / 0.5 h / -10 °C

1.2: 0.5 h / 0 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C

2.2: 0.5 h / -78 - 0 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 16 h / 10 - 25 °C

3.2: 0.5 h / 10 - 25 °C

3.3: 22 h / 5 - 25 °C

With 4-methyl-morpholine; oxalyl dichloride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; isobutyl chloroformate; In tetrahydrofuran; dichloromethane;