(R)-β-(tert-butoxycarbonylamino)-δ-[N⁴-(benzyloxycarbonyl)cytosin-1-yl]pentanoic acid

Base Information

• Chemical Name: (R)-β-(tert-butoxycarbonylamino)-δ-[N⁴-(benzyloxycarbonyl)cytosin-1-yl]pentanoic acid
• CAS No.: 623944-52-5
• Molecular Formula: C₂₂H₂₈N₄O₇
• Molecular Weight: 460.487

Synonyms:(R)-β-(tert-butoxycarbonylamino)-δ-[N⁴-(benzyloxycarbonyl)cytosin-1-yl]pentanoic acid

Chemical Property of (R)-β-(tert-butoxycarbonylamino)-δ-[N⁴-(benzyloxycarbonyl)cytosin-1-yl]pentanoic acid

Chemical Property:

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Technology Process of (R)-β-(tert-butoxycarbonylamino)-δ-[N⁴-(benzyloxycarbonyl)cytosin-1-yl]pentanoic acid

There total 2 articles about (R)-β-(tert-butoxycarbonylamino)-δ-[N⁴-(benzyloxycarbonyl)cytosin-1-yl]pentanoic acid 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: 63.0%

benzyl (R)-β-(tert-butoxycarbonylamino)-δ-[N4-(benzyloxycarbonyl)cytosin-1-yl]pentanoate (623944-48-9) → (R)-β-(tert-butoxycarbonylamino)-δ-[N4-(benzyloxycarbonyl)cytosin-1-yl]pentanoic acid (623944-52-5)

Guidance literature:

With sodium hydroxide; water; In 1,4-dioxane; at 20 ℃; for 24h;

DOI:10.1002/ejoc.200300269

Reference yield:

benzyl (S)-β-(tertbutoxycarbonylamino)-δ-bromopentanoate (623944-43-4) → (R)-β-(tert-butoxycarbonylamino)-δ-[N4-(benzyloxycarbonyl)cytosin-1-yl]pentanoic acid (623944-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / K₂CO₃; TBAI / dimethylformamide / 264 h / 20 °C

2: 63 percent / NaOH; water / dioxane / 24 h / 20 °C

With sodium hydroxide; water; tetra-(n-butyl)ammonium iodide; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.200300269

Reference yield:

(+/-)-trans-3-Aminocyclohexanecarboxylic acid (41235-88-5,933445-51-3,933445-54-6) + β-(R)-homolysine (89687-33-2) + (R)-β-(tert-butoxycarbonylamino)-δ-(guanin-9-yl)pentanoic acid (623944-41-2) + (R)-β-(tert-butoxycarbonylamino)-δ-[N4-(benzyloxycarbonyl)cytosin-1-yl]pentanoic acid (623944-52-5) → C73H119N25O13

Guidance literature:

Multistep reaction;

DOI:10.1002/ejoc.200300269

upstream raw materials:

benzyl (R)-β-(tert-butoxycarbonylamino)-δ-[N⁴-(benzyloxycarbonyl)cytosin-1-yl]pentanoate

benzyl (S)-β-(tertbutoxycarbonylamino)-δ-bromopentanoate

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