(2S,4R)-N-[4-{5-(17-hydroxy-1,3,5⁽¹⁰⁾-estratrien-3-yloxy)-pentyloxy}-5-methoxy-2-nitrobenzoyl]-4-fluoropyrrolidine-2-carboxaldehyde diethyl-dithioacetal

Base Information

• Chemical Name: (2S,4R)-N-[4-{5-(17-hydroxy-1,3,5⁽¹⁰⁾-estratrien-3-yloxy)-pentyloxy}-5-methoxy-2-nitrobenzoyl]-4-fluoropyrrolidine-2-carboxaldehyde diethyl-dithioacetal
• CAS No.: 1307900-81-7
• Molecular Formula: C₄₀H₅₅FN₂O₇S₂
• Molecular Weight: 759.016

Synonyms:(2S,4R)-N-[4-{5-(17-hydroxy-1,3,5⁽¹⁰⁾-estratrien-3-yloxy)-pentyloxy}-5-methoxy-2-nitrobenzoyl]-4-fluoropyrrolidine-2-carboxaldehyde diethyl-dithioacetal

Chemical Property of (2S,4R)-N-[4-{5-(17-hydroxy-1,3,5⁽¹⁰⁾-estratrien-3-yloxy)-pentyloxy}-5-methoxy-2-nitrobenzoyl]-4-fluoropyrrolidine-2-carboxaldehyde diethyl-dithioacetal

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Technology Process of (2S,4R)-N-[4-{5-(17-hydroxy-1,3,5⁽¹⁰⁾-estratrien-3-yloxy)-pentyloxy}-5-methoxy-2-nitrobenzoyl]-4-fluoropyrrolidine-2-carboxaldehyde diethyl-dithioacetal

There total 3 articles about (2S,4R)-N-[4-{5-(17-hydroxy-1,3,5⁽¹⁰⁾-estratrien-3-yloxy)-pentyloxy}-5-methoxy-2-nitrobenzoyl]-4-fluoropyrrolidine-2-carboxaldehyde diethyl-dithioacetal 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%

(2S,4R)-N-[4-hydroxy-5-methoxy-2-nitrobenzoyl]-4-fluoropyrrolidine-2-carboxaldehyde diethyl-dithioacetal (929049-05-8) + 3-(5-bromopentoxy)-estra-1,3,5(10)-triene-17β-ol (22034-75-9) → (2S,4R)-N-[4-{5-(17-hydroxy-1,3,5(10)-estratrien-3-yloxy)-pentyloxy}-5-methoxy-2-nitrobenzoyl]-4-fluoropyrrolidine-2-carboxaldehyde diethyl-dithioacetal (1307900-81-7)

Guidance literature:

With potassium carbonate; In acetone; at 60 ℃; for 10h;

DOI:10.1016/j.bmc.2011.03.015

Reference yield:

1,5-dibromo-pentane (111-24-0) → (2S,4R)-N-[4-{5-(17-hydroxy-1,3,5(10)-estratrien-3-yloxy)-pentyloxy}-5-methoxy-2-nitrobenzoyl]-4-fluoropyrrolidine-2-carboxaldehyde diethyl-dithioacetal (1307900-81-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 20 °C

2: potassium carbonate / acetone / 10 h / 60 °C

With potassium carbonate; In N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.bmc.2011.03.015

Reference yield:

estradiol (50-28-2) → (2S,4R)-N-[4-{5-(17-hydroxy-1,3,5(10)-estratrien-3-yloxy)-pentyloxy}-5-methoxy-2-nitrobenzoyl]-4-fluoropyrrolidine-2-carboxaldehyde diethyl-dithioacetal (1307900-81-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 20 °C

2: potassium carbonate / acetone / 10 h / 60 °C

With potassium carbonate; In N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.bmc.2011.03.015

upstream raw materials:

(2S,4R)-N-[4-hydroxy-5-methoxy-2-nitrobenzoyl]-4-fluoropyrrolidine-2-carboxaldehyde diethyl-dithioacetal

3-(5-bromopentoxy)-estra-1,3,5(10)-triene-17β-ol

1,5-dibromo-pentane

estradiol

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