(2S)-N-{4-[(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-pyrrolidine-2-carboxaldehyde diethyl thioacetal-4-(carboxamidomethylidene)-N-ethyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Chemical Name:(2S)-N-{4-[(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-pyrrolidine-2-carboxaldehyde diethyl thioacetal-4-(carboxamidomethylidene)-N-ethyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal
CAS No.:757189-95-0
Molecular Formula:C₄₅H₅₇N₅O₁₁S₄
Molecular Weight:972.238
Hs Code.:

(2S)-N-{4-[(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-pyrrolidine-2-carboxaldehyde diethyl thioacetal-4-(carboxamidomethylidene)-N-ethyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Synonyms:(2S)-N-{4-[(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-pyrrolidine-2-carboxaldehyde diethyl thioacetal-4-(carboxamidomethylidene)-N-ethyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Chemical Property of (2S)-N-{4-[(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-pyrrolidine-2-carboxaldehyde diethyl thioacetal-4-(carboxamidomethylidene)-N-ethyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Technology Process of (2S)-N-{4-[(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-pyrrolidine-2-carboxaldehyde diethyl thioacetal-4-(carboxamidomethylidene)-N-ethyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

There total 12 articles about (2S)-N-{4-[(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-pyrrolidine-2-carboxaldehyde diethyl thioacetal-4-(carboxamidomethylidene)-N-ethyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal 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: 54.0%

: 757190-15-1
(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-(carboxymethylidene)-pyrrolidine-2-carboxaldehyde diethyl thioacetal

: 175733-04-7
(2S)-N-[4-(2-aminoethoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal

: 757189-95-0
(2S)-N-{4-[(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-pyrrolidine-2-carboxaldehyde diethyl thioacetal-4-(carboxamidomethylidene)-N-ethyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; at 20 ℃; for 24h;
DOI:10.1016/j.bmc.2004.06.013

Reference yield:

: 64154-78-5
4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride

: 757189-95-0
(2S)-N-{4-[(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-pyrrolidine-2-carboxaldehyde diethyl thioacetal-4-(carboxamidomethylidene)-N-ethyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 8 steps

1: 75 percent / triethylamine / tetrahydrofuran; H₂O / 1 h / 20 °C

2: 90 percent / imidazole / CH₂Cl₂ / 12 h / 20 °C

3: 65 percent / diisobutyl aluminium hydride / hexane; CH₂Cl₂ / 0.75 h / -78 °C

4: 72 percent / trimethylsilyl chloride / CHCl₃ / 18.5 h

5: 78 percent / TPAP; NMO; molecular sieves 4 Angstroem / acetonitrile; CH₂Cl₂ / 2.5 h / 20 °C

6: 80 percent / sodium hydride / tetrahydrofuran / 2 h / 0 °C

7: 83 percent / lithium hydroxide monohydrate / tetrahydrofuran; H₂O; methanol / 2 h / 20 °C

8: 54 percent / EDCI; HOBt / CH₂Cl₂; H₂O / 24 h / 20 °C

With 1H-imidazole; lithium hydroxide; chloro-trimethyl-silane; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; sodium hydride; diisobutylaluminium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; water; acetonitrile;
DOI:10.1016/j.bmc.2004.06.013

Reference yield:

: 61032-41-5
methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoate

: 757189-95-0
(2S)-N-{4-[(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-pyrrolidine-2-carboxaldehyde diethyl thioacetal-4-(carboxamidomethylidene)-N-ethyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / EtSH; BF₃*Et₂O / CH₂Cl₂ / 20 °C

2: 85 percent / K₂CO₃ / dimethylformamide / 24 h / 20 °C

3: 80 percent / lithium hydroxide monohydrate / tetrahydrofuran; H₂O; methanol / 4 h / 20 °C

4: 60 percent / EDCI; HOBt / CH₂Cl₂; H₂O / 24 h / 20 °C

5: trifluoroacetic acid / CH₂Cl₂ / 8 h / 0 °C

6: 54 percent / EDCI; HOBt / CH₂Cl₂; H₂O / 24 h / 20 °C

With lithium hydroxide; boron trifluoride diethyl etherate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; ethanethiol; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.06.013