N₁-(tert-butoxycarbonyl)-N₁₅-[(benzyloxy)carbonyl]-6-oxo-7-aza-1,15-pentadecanediamine

Base Information

• Chemical Name: N₁-(tert-butoxycarbonyl)-N₁₅-[(benzyloxy)carbonyl]-6-oxo-7-aza-1,15-pentadecanediamine
• CAS No.: 253877-76-8
• Molecular Formula: C₂₇H₄₅N₃O₅
• Molecular Weight: 491.671

Synonyms:N₁-(tert-butoxycarbonyl)-N₁₅-[(benzyloxy)carbonyl]-6-oxo-7-aza-1,15-pentadecanediamine

Chemical Property of N₁-(tert-butoxycarbonyl)-N₁₅-[(benzyloxy)carbonyl]-6-oxo-7-aza-1,15-pentadecanediamine

Chemical Property:

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Technology Process of N₁-(tert-butoxycarbonyl)-N₁₅-[(benzyloxy)carbonyl]-6-oxo-7-aza-1,15-pentadecanediamine

There total 2 articles about N₁-(tert-butoxycarbonyl)-N₁₅-[(benzyloxy)carbonyl]-6-oxo-7-aza-1,15-pentadecanediamine 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:

6-(tert-butoxycarbonylamino)hexanoic acid (6404-29-1) → N1-(tert-butoxycarbonyl)-N15-[(benzyloxy)carbonyl]-6-oxo-7-aza-1,15-pentadecanediamine (253877-76-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / dioxane / 0.5 h / 5 °C

2: dioxane / 20 °C

With triethylamine; In 1,4-dioxane; 1: Acetoxylation / 2: Condensation;

DOI:10.1021/jm991110n

Reference yield:

N1-benzyloxycarbonyl-1,8-octanediamine (66095-19-0) + C14H25NO6 (219117-92-7) → N1-(tert-butoxycarbonyl)-N15-[(benzyloxy)carbonyl]-6-oxo-7-aza-1,15-pentadecanediamine (253877-76-8)

Guidance literature:

In 1,4-dioxane; at 20 ℃;

DOI:10.1021/jm991110n

Reference yield:

N1-(tert-butoxycarbonyl)-N15-[(benzyloxy)carbonyl]-6-oxo-7-aza-1,15-pentadecanediamine (253877-76-8) → N1-(2-methoxybenzyl)-7,16-diaza-1,22-docosanediamine tetrahydrochloride

Guidance literature:

Multi-step reaction with 7 steps

1.1: 100 percent / H₂ / 10 percent Pd/C / methanol / 0.75 h / 20 °C / 775.72 Torr

2.1: dioxane / 20 °C

3.1: 100 percent / H₂ / 10 percent Pd/C / methanol / 0.75 h / 20 °C / 775.72 Torr

4.1: toluene / 3 h / Heating

5.1: NaBH₄ / ethanol

6.1: BH₃*Me₂S / bis-(2-methoxy-ethyl) ether / 18 h / 120 °C

6.2: MeOH / 4 h / 20 °C

7.1: HCl / methanol / 4 h / 120 °C

With hydrogenchloride; sodium tetrahydroborate; dimethylsulfide borane complex; hydrogen; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; diethylene glycol dimethyl ether; toluene; 1.1: Catalytic hydrogenation / 2.1: Condensation / 3.1: Catalytic hydrogenation / 4.1: Condensation / 5.1: Reduction / 6.1: Reduction / 6.2: Methanolysis / 7.1: Deprotection;

DOI:10.1021/jm991110n

upstream raw materials:

N¹-benzyloxycarbonyl-1,8-octanediamine

C₁₄H₂₅NO₆

6-(tert-butoxycarbonylamino)hexanoic acid

Downstream raw materials:

N₁-(tert-butocycarbonyl)-N₂₂-[(benzyloxy)carbonyl]-6,17-dioxo-7,16-diaza-1,22-docosanediamine

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