(3R,4R)-N₃,N₄-bis[3,5-di-t-butylsalicylidene]-1-cyclohexyl-3,4-diaminopyrrolidine

Base Information

• Chemical Name: (3R,4R)-N₃,N₄-bis[3,5-di-t-butylsalicylidene]-1-cyclohexyl-3,4-diaminopyrrolidine
• CAS No.: 1428558-82-0
• Molecular Formula: C₄₀H₆₁N₃O₂
• Molecular Weight: 615.943

Synonyms:(3R,4R)-N₃,N₄-bis[3,5-di-t-butylsalicylidene]-1-cyclohexyl-3,4-diaminopyrrolidine

Chemical Property of (3R,4R)-N₃,N₄-bis[3,5-di-t-butylsalicylidene]-1-cyclohexyl-3,4-diaminopyrrolidine

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Technology Process of (3R,4R)-N₃,N₄-bis[3,5-di-t-butylsalicylidene]-1-cyclohexyl-3,4-diaminopyrrolidine

There total 4 articles about (3R,4R)-N₃,N₄-bis[3,5-di-t-butylsalicylidene]-1-cyclohexyl-3,4-diaminopyrrolidine 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: 65.0%

(3R,4R)-3,4-diamino-1-cyclohexylpyrrolidine (880497-73-4) + 3,5-di-tert-butyl-2-hydroxybenzaldehyde (37942-07-7) → (3R,4R)-N3,N4-bis[3,5-di-t-butylsalicylidene]-1-cyclohexyl-3,4-diaminopyrrolidine (1428558-82-0)

Guidance literature:

With silica gel; In dichloromethane; for 0.5h; Sonication;

DOI:10.1016/j.tetasy.2013.01.015

Reference yield:

cyclohexylamine (108-91-8,157973-60-9) → (3R,4R)-N3,N4-bis[3,5-di-t-butylsalicylidene]-1-cyclohexyl-3,4-diaminopyrrolidine (1428558-82-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 5,5-dimethyl-1,3-cyclohexadiene / Reflux

2.1: Reflux

3.1: lithium aluminium tetrahydride / diethyl ether / Reflux

3.2: 20 °C

4.1: silica gel / dichloromethane / 0.5 h / Sonication

With lithium aluminium tetrahydride; silica gel; In 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether; dichloromethane;

DOI:10.1016/j.tetasy.2013.01.015

Reference yield:

(3R,4R)-N-Cyclohexyl-3,4-dihydroxy-2,5-dioxopyrrolidine (208922-82-1) → (3R,4R)-N3,N4-bis[3,5-di-t-butylsalicylidene]-1-cyclohexyl-3,4-diaminopyrrolidine (1428558-82-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Reflux

2.1: lithium aluminium tetrahydride / diethyl ether / Reflux

2.2: 20 °C

3.1: silica gel / dichloromethane / 0.5 h / Sonication

With lithium aluminium tetrahydride; silica gel; In diethyl ether; dichloromethane;

DOI:10.1016/j.tetasy.2013.01.015

upstream raw materials:

(3R,4R)-3,4-diamino-1-cyclohexylpyrrolidine

3,5-di-tert-butyl-2-hydroxybenzaldehyde

cyclohexylamine

(3R,4R)-N-Cyclohexyl-3,4-dihydroxy-2,5-dioxopyrrolidine

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