methyl (2S)-N-[4-(N-t-butoxycarbonyl)aminopropoxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate

Base Information

Chemical Name:methyl (2S)-N-[4-(N-t-butoxycarbonyl)aminopropoxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate
CAS No.:757190-08-2
Molecular Formula:C₂₂H₃₁N₃O₉
Molecular Weight:481.503
Hs Code.:

Synonyms:methyl (2S)-N-[4-(N-t-butoxycarbonyl)aminopropoxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate

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Chemical Property of methyl (2S)-N-[4-(N-t-butoxycarbonyl)aminopropoxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate

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Technology Process of methyl (2S)-N-[4-(N-t-butoxycarbonyl)aminopropoxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate

There total 1 articles about methyl (2S)-N-[4-(N-t-butoxycarbonyl)aminopropoxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-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: 82.0%

: 83948-53-2
3-bromopropylamine tert-butylcarbamate

: 175409-49-1
methyl-(2S)-N-[4-hydroxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate

: 757190-08-2
methyl (2S)-N-[4-(N-t-butoxycarbonyl)aminopropoxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmc.2004.06.013

Reference yield:

: 757190-08-2
methyl (2S)-N-[4-(N-t-butoxycarbonyl)aminopropoxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate

: methyl (2S)-N-[4-(2-aminopropoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃;
DOI:10.1016/j.bmc.2004.06.013

Reference yield:

: 757190-08-2
methyl (2S)-N-[4-(N-t-butoxycarbonyl)aminopropoxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate

: 2-(8-benzyloxy-7-methoxy-5-oxo-5,11a-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-ylidene)-N-[3-(7-methoxy-5,11-dioxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yloxy)-propyl]-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: trifluoroacetic acid / CH₂Cl₂ / 0 °C

2: 67 percent / EDCI; HOBt / CH₂Cl₂; H₂O / 20 °C

3: 78 percent / SnCl₂*2H₂O / methanol / Heating

4: 53 percent / HgCl₂; CaCO₃ / acetonitrile; H₂O / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; calcium carbonate; mercury dichloride; tin(ll) chloride; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.bmc.2004.06.013