N-[3-Amino-5-(3-hydroxy-2-hydroxymethyl-propionylamino)-phenyl]-3-hydroxy-2-hydroxymethyl-propionamide

Base Information

• Chemical Name: N-[3-Amino-5-(3-hydroxy-2-hydroxymethyl-propionylamino)-phenyl]-3-hydroxy-2-hydroxymethyl-propionamide
• CAS No.: 116193-77-2
• Molecular Formula: C₁₄H₂₁N₃O₆
• Molecular Weight: 327.337

Synonyms:N-[3-Amino-5-(3-hydroxy-2-hydroxymethyl-propionylamino)-phenyl]-3-hydroxy-2-hydroxymethyl-propionamide

Chemical Property of N-[3-Amino-5-(3-hydroxy-2-hydroxymethyl-propionylamino)-phenyl]-3-hydroxy-2-hydroxymethyl-propionamide

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Technology Process of N-[3-Amino-5-(3-hydroxy-2-hydroxymethyl-propionylamino)-phenyl]-3-hydroxy-2-hydroxymethyl-propionamide

There total 2 articles about N-[3-Amino-5-(3-hydroxy-2-hydroxymethyl-propionylamino)-phenyl]-3-hydroxy-2-hydroxymethyl-propionamide 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: 94.0%

3,5-bis<2-(hydroxymethyl)-3-hydroxypropionamido>nitrobenzene (116193-76-1) → N-[3-Amino-5-(3-hydroxy-2-hydroxymethyl-propionylamino)-phenyl]-3-hydroxy-2-hydroxymethyl-propionamide (116193-77-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 10h; under 1551.4 Torr;

DOI:10.1021/jm00105a060

Reference yield:

3,5-bis<2-(2-propyl)-1,3-dioxane-5-carboxamido>nitrobenzene (116193-75-0) → N-[3-Amino-5-(3-hydroxy-2-hydroxymethyl-propionylamino)-phenyl]-3-hydroxy-2-hydroxymethyl-propionamide (116193-77-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / concd H₂SO₄ / methanol / 5.5 h / Heating

2: 94 percent / H₂ / 10percent Pd/C / methanol / 10 h / 1551.4 Torr

With sulfuric acid; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00105a060

Reference yield: 48.0%

3,5-diacetyltetrahydropyran-2,4,6-trione (33524-89-9) + N-[3-Amino-5-(3-hydroxy-2-hydroxymethyl-propionylamino)-phenyl]-3-hydroxy-2-hydroxymethyl-propionamide (116193-77-2) → (Z)-N,N'-(5-{[1-(5-acetyl-4-hydroxy-2,6-dioxo-2H-pyran-3(6H)-ylidene)ethyl]amino}-1,3-phenylene)bis[2-(hydroxymethyl)-3-hydroxypropionamide] (130437-04-6)

Guidance literature:

In methanol; for 2h; Heating;

DOI:10.1021/jm00105a060

upstream raw materials:

3,5-bis<2-(hydroxymethyl)-3-hydroxypropionamido>nitrobenzene

3,5-bis<2-(2-propyl)-1,3-dioxane-5-carboxamido>nitrobenzene

Downstream raw materials:

(Z)-N,N'-(5-{[1-(5-acetyl-4-hydroxy-2,6-dioxo-2H-pyran-3(6H)-ylidene)ethyl]amino}-1,3-phenylene)bis[2-(hydroxymethyl)-3-hydroxypropionamide]

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