(2R)-O⁴-(4,4'-dimethoxytrityl)-N-{2-[1-(tert-butoxycarbonyl)imidazol-4-yl]ethyl}-2,4-dihydroxybutyramide

Base Information

• Chemical Name: (2R)-O⁴-(4,4'-dimethoxytrityl)-N-{2-[1-(tert-butoxycarbonyl)imidazol-4-yl]ethyl}-2,4-dihydroxybutyramide
• CAS No.: 905725-93-1
• Molecular Formula: C₃₅H₄₁N₃O₇
• Molecular Weight: 615.726

Synonyms:(2R)-O⁴-(4,4'-dimethoxytrityl)-N-{2-[1-(tert-butoxycarbonyl)imidazol-4-yl]ethyl}-2,4-dihydroxybutyramide

Chemical Property of (2R)-O⁴-(4,4'-dimethoxytrityl)-N-{2-[1-(tert-butoxycarbonyl)imidazol-4-yl]ethyl}-2,4-dihydroxybutyramide

Chemical Property:

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Technology Process of (2R)-O⁴-(4,4'-dimethoxytrityl)-N-{2-[1-(tert-butoxycarbonyl)imidazol-4-yl]ethyl}-2,4-dihydroxybutyramide

There total 3 articles about (2R)-O⁴-(4,4'-dimethoxytrityl)-N-{2-[1-(tert-butoxycarbonyl)imidazol-4-yl]ethyl}-2,4-dihydroxybutyramide 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: 86.0%

(2R)-N-{2-[1-(tert-butoxycarbonyl)imidazol-4-yl]ethyl}-2,4-dihydroxybutyramide (905725-85-1) + 4,4'-dimethoxytrityl chloride (40615-36-9) → (2R)-O4-(4,4'-dimethoxytrityl)-N-{2-[1-(tert-butoxycarbonyl)imidazol-4-yl]ethyl}-2,4-dihydroxybutyramide (905725-93-1)

Guidance literature:

With pyridine; at 0 ℃;

DOI:10.1016/j.tet.2006.05.008

Reference yield:

(2R)-N-[2-(imidazol-4-yl)ethyl]-2,4-dihydroxybutyramide (905725-83-9) → (2R)-O4-(4,4'-dimethoxytrityl)-N-{2-[1-(tert-butoxycarbonyl)imidazol-4-yl]ethyl}-2,4-dihydroxybutyramide (905725-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / dioxane / 20 °C

2: 86 percent / pyridine / 0 °C

With pyridine; In 1,4-dioxane;

DOI:10.1016/j.tet.2006.05.008

Reference yield:

histamine (51-45-6) → (2R)-O4-(4,4'-dimethoxytrityl)-N-{2-[1-(tert-butoxycarbonyl)imidazol-4-yl]ethyl}-2,4-dihydroxybutyramide (905725-93-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / ethanol / 24 h / 55 °C

2: 76 percent / dioxane / 20 °C

3: 86 percent / pyridine / 0 °C

With pyridine; In 1,4-dioxane; ethanol;

DOI:10.1016/j.tet.2006.05.008

upstream raw materials:

(2R)-N-{2-[1-(tert-butoxycarbonyl)imidazol-4-yl]ethyl}-2,4-dihydroxybutyramide

4,4'-dimethoxytrityl chloride

(2R)-N-[2-(imidazol-4-yl)ethyl]-2,4-dihydroxybutyramide

histamine

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