4-L-glutaminylamino benzyl phosphoramide mustard

Base Information

Chemical Name:4-L-glutaminylamino benzyl phosphoramide mustard
CAS No.:1028745-57-4
Molecular Formula:C₁₆H₂₆Cl₂N₅O₄P
Molecular Weight:454.293
Hs Code.:

Synonyms:4-L-glutaminylamino benzyl phosphoramide mustard

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Chemical Property of 4-L-glutaminylamino benzyl phosphoramide mustard

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Technology Process of 4-L-glutaminylamino benzyl phosphoramide mustard

There total 5 articles about 4-L-glutaminylamino benzyl phosphoramide mustard 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: 72.0%

: 1028745-36-9
4-(Nα-trifluoroacetyl-L-glutaminyl)amidobenzylphosphoramide

: 1028745-57-4
4-L-glutaminylamino benzyl phosphoramide mustard

Guidance literature:: With potassium carbonate; In water; acetonitrile; at 20 ℃; for 48h;
DOI:10.1016/j.bmc.2016.04.035

Reference yield:

: 150-13-0,159246-81-8,8014-65-1
4-amino-benzoic acid

: 1028745-57-4
4-L-glutaminylamino benzyl phosphoramide mustard

Guidance literature:: Multi-step reaction with 6 steps

1.1: sulfuric acid; sodium nitrite / water / 0.67 h / 0 °C

1.2: 1 h / 20 °C

2.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / tetrahydrofuran / 1 h / 20 °C

2.2: 2 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran; cyclohexane / 0.33 h / -78 °C

3.2: 5 h / -78 °C

4.1: ammonia / 0.17 h

5.1: AlH₂LiSe / tetrahydrofuran / 0.58 h / 5 °C / Inert atmosphere

5.2: 24 h / 20 °C / Inert atmosphere

6.1: potassium carbonate / water; acetonitrile / 48 h / 20 °C

With n-butyllithium; sulfuric acid; AlH₂LiSe; ammonia; potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; sodium nitrite; In tetrahydrofuran; cyclohexane; water; acetonitrile;
DOI:10.1016/j.bmc.2016.04.035

Reference yield:

: C₁₁H₁₄Cl₃N₄O₂P

: 1028745-57-4
4-L-glutaminylamino benzyl phosphoramide mustard

Guidance literature:: Multi-step reaction with 3 steps

1.1: ammonia / 0.17 h

2.1: AlH₂LiSe / tetrahydrofuran / 0.58 h / 5 °C / Inert atmosphere

2.2: 24 h / 20 °C / Inert atmosphere

3.1: potassium carbonate / water; acetonitrile / 48 h / 20 °C

With AlH₂LiSe; ammonia; potassium carbonate; In tetrahydrofuran; water; acetonitrile;
DOI:10.1016/j.bmc.2016.04.035