tert-butyl-2-(1-(2-tosylhydrazineylidene)ethyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl-2-(1-(2-tosylhydrazineylidene)ethyl)pyrrolidine-1-carboxylate
• CAS No.: 1254223-92-1
• Molecular Formula: C₁₈H₂₇N₃O₄S
• Molecular Weight: 381.496
• Mol file: 1254223-92-1.mol

Synonyms:tert-butyl-2-(1-(2-tosylhydrazineylidene)ethyl)pyrrolidine-1-carboxylate

Chemical Property of tert-butyl-2-(1-(2-tosylhydrazineylidene)ethyl)pyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of tert-butyl-2-(1-(2-tosylhydrazineylidene)ethyl)pyrrolidine-1-carboxylate

There total 1 articles about tert-butyl-2-(1-(2-tosylhydrazineylidene)ethyl)pyrrolidine-1-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:

(S)-2-acetylpyrrolidine-1-carboxylic acid tert-butyl ester (91550-08-2) + toluene-4-sulfonic acid hydrazide (1576-35-8) → tert-butyl-2-(1-(2-tosylhydrazineylidene)ethyl)pyrrolidine-1-carboxylate (1254223-92-1)

Guidance literature:

In 1,4-dioxane; at 70 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201003450

Reference yield: 71.0%

tert-butyl-2-(1-(2-tosylhydrazineylidene)ethyl)pyrrolidine-1-carboxylate (1254223-92-1) + phenylacetylene (536-74-3) → (R)-tert-butyl 2-(5-methyl-3-phenyl-1H-pyrazol-1-yl)pyrrolidine-1-carboxylate

Guidance literature:

With potassium carbonate; In 1,4-dioxane; at 110 ℃; for 24h; regioselective reaction;

DOI:10.1002/anie.201506881

Reference yield: 70.0%

para-bromotoluene (106-38-7) + tert-butyl-2-(1-(2-tosylhydrazineylidene)ethyl)pyrrolidine-1-carboxylate (1254223-92-1) → tert-butyl (S)-2-(1-(p-tolyl)vinyl)pyrrolidine-1-carboxylate (1254223-93-2)

Guidance literature:

tert-butyl-2-(1-(2-tosylhydrazineylidene)ethyl)pyrrolidine-1-carboxylate; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium tert-butoxide; XPhos; In 1,4-dioxane; for 0.0166667h; Inert atmosphere;

para-bromotoluene; In 1,4-dioxane; at 110 ℃; for 12h; optical yield given as %ee; regioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201003450

upstream raw materials:

(S)-2-acetylpyrrolidine-1-carboxylic acid tert-butyl ester

toluene-4-sulfonic acid hydrazide

Downstream raw materials:

tert-butyl (S)-2-(1-(2-fluorophenyl)vinyl)pyrrolidine-1-carboxylate

tert-butyl (S)-2-(1-(3-methoxyphenyl)vinyl)pyrrolidine-1-carboxylate

tert-butyl (S)-2-(1-(p-tolyl)vinyl)pyrrolidine-1-carboxylate