N^α-Phthaloyl-(S)-alaninamide

Base Information

• Chemical Name: N^α-Phthaloyl-(S)-alaninamide
• CAS No.: 13139-25-8
• Molecular Formula: C₁₁H₁₀N₂O₃
• Molecular Weight: 218.212

Synonyms:N^α-Phthaloyl-(S)-alaninamide

Chemical Property of N^α-Phthaloyl-(S)-alaninamide

Chemical Property:

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Technology Process of N^α-Phthaloyl-(S)-alaninamide

There total 1 articles about N^α-Phthaloyl-(S)-alaninamide 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-(1,3-dioxoisoindolin-2-yl)-N-(quinolin-8-yl)propanamide (908129-33-9) → 5,8-quinolinedione (10470-83-4) + Nα-Phthaloyl-(S)-alaninamide (13139-25-8)

Guidance literature:

With iodosylbenzene; In water; at 60 ℃; for 1.5h; chemoselective reaction;

DOI:10.1021/acs.joc.9b01362

Reference yield:

Nα-Phthaloyl-(S)-alaninamide (13139-25-8) → diethyl [5-(morpholin-4-yl)-2-[(1S)-1-({2-[(morpholin-4-yl)carbonyl]phenyl}formamido)ethyl]-1,3-oxazol-4-yl]phosphonate

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 8 h / 95 - 100 °C

2: thionyl chloride / toluene / 0.5 h / Reflux

3: 1,4-dioxane / 3 h / Reflux

4: tetrahydrofuran / 48 h / 20 - 25 °C

With thionyl chloride; sulfuric acid; In tetrahydrofuran; 1,4-dioxane; toluene; 3: |Arbuzov Reaction;

DOI:10.1039/c4ra13819h

Reference yield:

Nα-Phthaloyl-(S)-alaninamide (13139-25-8) → diethyl [2-(morpholin-4-yl)-1-[(S)-2-({2-[(morpholin-4-yl)carbonyl]phenyl}formamido)propanamido]-2-oxoethyl]phosphonate

Guidance literature:

Multi-step reaction with 5 steps

1: sulfuric acid / 8 h / 95 - 100 °C

2: thionyl chloride / toluene / 0.5 h / Reflux

3: 1,4-dioxane / 3 h / Reflux

4: tetrahydrofuran / 48 h / 20 - 25 °C

5: toluene-4-sulfonic acid / tetrahydrofuran / 48 h / 20 - 25 °C

With thionyl chloride; sulfuric acid; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; toluene; 3: |Arbuzov Reaction;

DOI:10.1039/c4ra13819h

upstream raw materials:

(S)-2-(1,3-dioxoisoindolin-2-yl)-N-(quinolin-8-yl)propanamide

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