(11aS)-allyl 8-(benzyloxy)-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate

Base Information

Chemical Name:(11aS)-allyl 8-(benzyloxy)-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate
CAS No.:550356-50-8
Molecular Formula:C₂₄H₂₆N₂O₆
Molecular Weight:438.48
Hs Code.:

Synonyms:(11aS)-allyl 8-(benzyloxy)-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate

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Chemical Property of (11aS)-allyl 8-(benzyloxy)-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate

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Technology Process of (11aS)-allyl 8-(benzyloxy)-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate

There total 9 articles about (11aS)-allyl 8-(benzyloxy)-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate 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: 71.0%

: 550356-49-5
(S)-allyl-(5-(benzyloxy)-2-(2-(hydroxymethyl)pyrrolidine-1-carbonyl)-4-methoxyphenyl)carbamate

: 550356-50-8
(11aS)-allyl 8-(benzyloxy)-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate

: allyl (11aS)-8-(benzyloxy)-7-methoxy-5,11-dioxo-2,3,11,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-10(5H)-carboxylate

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/jm020526p

Reference yield: 53.0%

: 550356-49-5
(S)-allyl-(5-(benzyloxy)-2-(2-(hydroxymethyl)pyrrolidine-1-carbonyl)-4-methoxyphenyl)carbamate

: 550356-50-8
(11aS)-allyl 8-(benzyloxy)-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate

Guidance literature:: With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In dichloromethane; at 20 ℃;
DOI:10.3390/molecules25051243

Reference yield:

: 60547-92-4
4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid

: 550356-50-8
(11aS)-allyl 8-(benzyloxy)-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: (COCl)2 / dimethylformamide

2: K₂CO₃

3: SnCl₂

4: 81 percent / pyridine / CH₂Cl₂ / 0.17 h / 0 °C

5: 71 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

With pyridine; oxalyl dichloride; potassium carbonate; Dess-Martin periodane; tin(ll) chloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm020526p