(S)-diethyl (1-diazo-2,6-bis(1,3-dioxoisoindolin-2-yl)hexyl)phosphonate

Base Information

• Chemical Name: (S)-diethyl (1-diazo-2,6-bis(1,3-dioxoisoindolin-2-yl)hexyl)phosphonate
• CAS No.: 1583285-54-4
• Molecular Formula: C₂₆H₂₇N₄O₇P
• Molecular Weight: 538.497

Synonyms:(S)-diethyl (1-diazo-2,6-bis(1,3-dioxoisoindolin-2-yl)hexyl)phosphonate

Chemical Property of (S)-diethyl (1-diazo-2,6-bis(1,3-dioxoisoindolin-2-yl)hexyl)phosphonate

Chemical Property:

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Technology Process of (S)-diethyl (1-diazo-2,6-bis(1,3-dioxoisoindolin-2-yl)hexyl)phosphonate

There total 1 articles about (S)-diethyl (1-diazo-2,6-bis(1,3-dioxoisoindolin-2-yl)hexyl)phosphonate 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:

phthalic anhydride (85-44-9) → (S)-diethyl (1-diazo-2,6-bis(1,3-dioxoisoindolin-2-yl)hexyl)phosphonate (1583285-54-4)

Guidance literature:

Multi-step reaction with 5 steps

1: acetic acid / Reflux; Schlenk technique

2: thionyl chloride / toluene / Reflux; Schlenk technique

3: dichloromethane / 20 °C / Schlenk technique

4: hydrogenchloride / tetrahydrofuran / 20 °C / Schlenk technique

5: triethylamine / dichloromethane / 20 °C / Schlenk technique

With hydrogenchloride; thionyl chloride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 3: |Arbuzov Reaction;

DOI:10.1002/adsc.201300838

Reference yield: 41.0%

(S)-diethyl (1-diazo-2,6-bis(1,3-dioxoisoindolin-2-yl)hexyl)phosphonate (1583285-54-4) + para-thiocresol (106-45-6) → C26H27N2O7P + diethyl (2,6-bis(1,3-dioxoisoindolin-2-yl)-2-(p-tolylthio)hexyl)phosphonate

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 25 ℃; for 7.5h; Overall yield = 72 %; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0034-1380384

upstream raw materials:

phthalic anhydride

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