(2S)-N-{4-[3-(7-methoxy-(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c]-[1,4]benzodiazepine-5,11-dione-8-yloxy)pentyloxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Chemical Name:(2S)-N-{4-[3-(7-methoxy-(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c]-[1,4]benzodiazepine-5,11-dione-8-yloxy)pentyloxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal
CAS No.:405108-18-1
Molecular Formula:C₃₅H₄₆N₄O₉S₂
Molecular Weight:730.904
Hs Code.:

(2S)-N-{4-[3-(7-methoxy-(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c]-[1,4]benzodiazepine-5,11-dione-8-yloxy)pentyloxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Synonyms:(2S)-N-{4-[3-(7-methoxy-(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c]-[1,4]benzodiazepine-5,11-dione-8-yloxy)pentyloxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Chemical Property of (2S)-N-{4-[3-(7-methoxy-(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c]-[1,4]benzodiazepine-5,11-dione-8-yloxy)pentyloxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Technology Process of (2S)-N-{4-[3-(7-methoxy-(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c]-[1,4]benzodiazepine-5,11-dione-8-yloxy)pentyloxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

There total 9 articles about (2S)-N-{4-[3-(7-methoxy-(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c]-[1,4]benzodiazepine-5,11-dione-8-yloxy)pentyloxy]-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: 88.0%

: 132391-70-9
(11aS)-8-hydroxy-7-methoxy-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione

: 343308-57-6
(2S)-N-[4-(5-bromopentyloxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal

: 405108-18-1
(2S)-N-{4-[3-(7-methoxy-(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c]-[1,4]benzodiazepine-5,11-dione-8-yloxy)pentyloxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: With potassium carbonate; In acetone; Heating;
DOI:10.1021/jm020124h

Reference yield:

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

: 405108-18-1
(2S)-N-{4-[3-(7-methoxy-(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c]-[1,4]benzodiazepine-5,11-dione-8-yloxy)pentyloxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 4 steps

1: SOCl₂; DMF / benzene / 6 h

2: 352 mg / Et₃N / H₂O / 1 h / 20 °C

3: 62 percent / H₂ / 10percent Pd/C / methanol / 10 h / 20 °C / 760.05 Torr

4: 88 percent / K₂CO₃ / acetone / Heating

With thionyl chloride; hydrogen; potassium carbonate; triethylamine; N,N-dimethyl-formamide; 10percent Pd/C; In methanol; water; acetone; benzene;
DOI:10.1021/jm020124h

Reference yield:

: 140646-99-7
(S)-methyl 1-(4-(benzyloxy)-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxylate

: 405108-18-1
(2S)-N-{4-[3-(7-methoxy-(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c]-[1,4]benzodiazepine-5,11-dione-8-yloxy)pentyloxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / H₂ / 10percent Pd/C / methanol / 10 h / 20 °C / 760.05 Torr

2: 88 percent / K₂CO₃ / acetone / Heating

With hydrogen; potassium carbonate; 10percent Pd/C; In methanol; acetone;
DOI:10.1021/jm020124h