(2S,11aS)-2-azido-8-benzyloxy-7-methoxy-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione

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Chemical Name:(2S,11aS)-2-azido-8-benzyloxy-7-methoxy-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione
CAS No.:642479-03-6
Molecular Formula:C₂₀H₁₉N₅O₄
Molecular Weight:393.402
Hs Code.:

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

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

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Technology Process of (2S,11aS)-2-azido-8-benzyloxy-7-methoxy-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione

There total 6 articles about (2S,11aS)-2-azido-8-benzyloxy-7-methoxy-2,3,5,10,11,11a-hexahydro-1H-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: 86.0%

: 706816-90-2
(2S,4S)-4-Azido-1-(2-azido-4-benzyloxy-5-methoxy-benzoyl)-pyrrolidine-2-carboxylic acid methyl ester

: 642479-03-6
(2S,11aS)-2-azido-8-benzyloxy-7-methoxy-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione

Guidance literature:: With aluminium(III) triflate; sodium iodide; In acetonitrile; at 20 ℃; for 0.533333h; chemoselective reaction;
DOI:10.1002/chem.200900853

Reference yield: 76.0%

: 642479-02-5
methanesulfonic acid 8-benzyloxy-7-methoxy-5,11-dioxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl ester

: 642479-03-6
(2S,11aS)-2-azido-8-benzyloxy-7-methoxy-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 16h;
DOI:10.1016/j.bmcl.2003.08.071

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 642479-03-6
(2S,11aS)-2-azido-8-benzyloxy-7-methoxy-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione

Guidance literature:: Multi-step reaction with 4 steps

1: SOCl₂; triethylamine / dimethylformamide; benzene

2: triethylamine / CH₂Cl₂

3: NaN₃ / dimethylformamide / 50 °C

4: 65 percent / hexamethyldisilathiane / methanol / 4 h / 20 °C

With thionyl chloride; sodium azide; hexamethyldisilathiane; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.tetlet.2004.02.148