N'-[(N'-tert-butoxycarbonyl-N-pyridin-3-ylmethyl-hydrazino)-acetyl]-N'-isobutyl-hydrazinecarboxylic acid benzyl ester

Base Information

• Chemical Name: N'-[(N'-tert-butoxycarbonyl-N-pyridin-3-ylmethyl-hydrazino)-acetyl]-N'-isobutyl-hydrazinecarboxylic acid benzyl ester
• CAS No.: 827337-68-8
• Molecular Formula: C₂₅H₃₅N₅O₅
• Molecular Weight: 485.583

Synonyms:N'-[(N'-tert-butoxycarbonyl-N-pyridin-3-ylmethyl-hydrazino)-acetyl]-N'-isobutyl-hydrazinecarboxylic acid benzyl ester

Chemical Property of N'-[(N'-tert-butoxycarbonyl-N-pyridin-3-ylmethyl-hydrazino)-acetyl]-N'-isobutyl-hydrazinecarboxylic acid benzyl ester

Chemical Property:

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Technology Process of N'-[(N'-tert-butoxycarbonyl-N-pyridin-3-ylmethyl-hydrazino)-acetyl]-N'-isobutyl-hydrazinecarboxylic acid benzyl ester

There total 2 articles about N'-[(N'-tert-butoxycarbonyl-N-pyridin-3-ylmethyl-hydrazino)-acetyl]-N'-isobutyl-hydrazinecarboxylic acid benzyl ester 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: 84.0%

Nα-i-butyl-Nβ-Z hydrazine (135942-00-6) + (N'-tert-butoxycarbonyl-N-pyridin-3-ylmethyl-hydrazino)-acetic acid (827337-64-4) → N'-[(N'-tert-butoxycarbonyl-N-pyridin-3-ylmethyl-hydrazino)-acetyl]-N'-isobutyl-hydrazinecarboxylic acid benzyl ester (827337-68-8)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1021/jm049455f

Reference yield:

Nα-(pyridine-3-ylmethyl)-Nβ-Boc hydrazine (348628-13-7) → N'-[(N'-tert-butoxycarbonyl-N-pyridin-3-ylmethyl-hydrazino)-acetyl]-N'-isobutyl-hydrazinecarboxylic acid benzyl ester (827337-68-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 0.5 h / 20 °C

1.2: 79 percent / NaBH₃CN / methanol / 1 h

2.1: 84 percent / EDCI / CH₂Cl₂ / 48 h / 20 °C

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane;

DOI:10.1021/jm049455f

Reference yield: 95.0%

N'-[(N'-tert-butoxycarbonyl-N-pyridin-3-ylmethyl-hydrazino)-acetyl]-N'-isobutyl-hydrazinecarboxylic acid benzyl ester (827337-68-8) → N'-isobutyl-N'-[(N-pyridin-3-ylmethyl-hydrazino)-acetyl]-hydrazinecarboxylic acid benzyl ester (827337-79-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/jm049455f

upstream raw materials:

N^α-i-butyl-N^β-Z hydrazine

(N'-tert-butoxycarbonyl-N-pyridin-3-ylmethyl-hydrazino)-acetic acid

N^α-(pyridine-3-ylmethyl)-N^β-Boc hydrazine

Downstream raw materials:

N'-isobutyl-N'-[(N-pyridin-3-ylmethyl-hydrazino)-acetyl]-hydrazinecarboxylic acid benzyl ester

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