2-amino-8-benzyloxy-7-methoxy-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

Base Information

Chemical Name:2-amino-8-benzyloxy-7-methoxy-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione
CAS No.:642479-04-7
Molecular Formula:C₂₀H₂₁N₃O₄
Molecular Weight:367.404
Hs Code.:

2-amino-8-benzyloxy-7-methoxy-1,2,3,11a-tetrahydro-10<i>H</i>-benzo[<i>e</i>]pyrrolo[1,2-<i>a</i>][1,4]diazepine-5,11-dione

Synonyms:2-amino-8-benzyloxy-7-methoxy-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

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Chemical Property of 2-amino-8-benzyloxy-7-methoxy-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

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Technology Process of 2-amino-8-benzyloxy-7-methoxy-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

There total 3 articles about 2-amino-8-benzyloxy-7-methoxy-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-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: 72.0%

: 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

: 642479-04-7
2-amino-8-benzyloxy-7-methoxy-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

Guidance literature:: With water; thiamine diphosphate; In tetrahydrofuran; at 20 ℃; for 8h;
DOI:10.1016/j.bmcl.2003.08.071

Reference yield:

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

: 642479-04-7
2-amino-8-benzyloxy-7-methoxy-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / SOCl₂; H₂O / benzene / 2 h / 20 °C

2: 78 percent / TEA / CH₂Cl₂ / 5 h / 0 °C

3: 68 percent / SnCl₂*2H₂O / methanol / 2 h / Heating

4: 76 percent / NaN₃ / dimethylformamide / 16 h / 60 °C

5: 72 percent / TPP; H₂O / tetrahydrofuran / 8 h / 20 °C

With thionyl chloride; sodium azide; TEA; water; thiamine diphosphate; tin(ll) chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.bmcl.2003.08.071

Reference yield:

: 382137-65-7
methyl-(2S,4R)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-hydroxypyrrolidine-2-carboxylate

: 642479-04-7
2-amino-8-benzyloxy-7-methoxy-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / TEA / CH₂Cl₂ / 5 h / 0 °C

2: 68 percent / SnCl₂*2H₂O / methanol / 2 h / Heating

3: 76 percent / NaN₃ / dimethylformamide / 16 h / 60 °C

4: 72 percent / TPP; H₂O / tetrahydrofuran / 8 h / 20 °C

With sodium azide; TEA; water; thiamine diphosphate; tin(ll) chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2003.08.071