(11aS)-8-(benzyloxy)-1,2,3,10,11,11a-hexahydro-7-methoxy-5H-pyrrolo<2,1-c><1,4>benzodiazepine-5,11-dione

Base Information

• Chemical Name: (11aS)-8-(benzyloxy)-1,2,3,10,11,11a-hexahydro-7-methoxy-5H-pyrrolo<2,1-c><1,4>benzodiazepine-5,11-dione
• CAS No.: 132622-12-9
• Molecular Formula: C₂₀H₂₀N₂O₄
• Molecular Weight: 352.39

Synonyms:(11aS)-8-(benzyloxy)-1,2,3,10,11,11a-hexahydro-7-methoxy-5H-pyrrolo<2,1-c><1,4>benzodiazepine-5,11-dione

Chemical Property of (11aS)-8-(benzyloxy)-1,2,3,10,11,11a-hexahydro-7-methoxy-5H-pyrrolo<2,1-c><1,4>benzodiazepine-5,11-dione

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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Technology Process of (11aS)-8-(benzyloxy)-1,2,3,10,11,11a-hexahydro-7-methoxy-5H-pyrrolo<2,1-c><1,4>benzodiazepine-5,11-dione

There total 14 articles about (11aS)-8-(benzyloxy)-1,2,3,10,11,11a-hexahydro-7-methoxy-5H-pyrrolo<2,1-c><1,4>benzodiazepine-5,11-dione 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: 96.0%

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) + 7-benzyloxy-6-methoxyisatoic anhydride (253777-45-6) → (11aS)-8-(benzyloxy)-1,2,3,10,11,11a-hexahydro-7-methoxy-5H-pyrrolo<2,1-c><1,4>benzodiazepine-5,11-dione (132622-12-9)

Guidance literature:

In dimethyl sulfoxide; at 120 ℃; for 4h;

DOI:10.1021/jo010043d

Reference yield: 96.0%

N-<2-Azido-4-(benzyloxy)-5-methoxybenzoyl>-L-proline methyl ester (166117-57-3) → (11aS)-8-(benzyloxy)-1,2,3,10,11,11a-hexahydro-7-methoxy-5H-pyrrolo<2,1-c><1,4>benzodiazepine-5,11-dione (132622-12-9)

Guidance literature:

With boron trifluoride diethyl etherate; sodium iodide; In acetonitrile; at 20 ℃; for 1.16667h;

DOI:10.1055/s-2008-1072742

Reference yield: 82.0%

(11aS)-8-benzyloxy-7,10-dimethoxy-1,2,3,9,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]diazepin-5,11-dione (849795-71-7) → (11aS)-8-(benzyloxy)-1,2,3,10,11,11a-hexahydro-7-methoxy-5H-pyrrolo<2,1-c><1,4>benzodiazepine-5,11-dione (132622-12-9)

Guidance literature:

hexacarbonyl molybdenum; In water; acetonitrile; Heating;

DOI:10.1021/jo047872u

upstream raw materials:

(2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxylic acid

(S)-1-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-pyrrolidine-2-carboxylic acid ethyl ester

N-<2-Azido-4-(benzyloxy)-5-methoxybenzoyl>-L-proline methyl ester

L-proline

Downstream raw materials:

N-(10-methoxymethyl)-8-benzyloxy-7-methoxypyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione

(11aS)-8-benzyloxy-7-methoxy-1,2,3,9,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one

8-benzyl DC-81

(11aS)-8-hydroxy-7-methoxy-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one

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