Methyl (1S)-2,2-dimethyl-1-({(2E)-2-[4-(2-pyridinyl)benzylidene]hydrazino}carbonyl)propylcarbamate

Base Information

• Chemical Name: Methyl (1S)-2,2-dimethyl-1-({(2E)-2-[4-(2-pyridinyl)benzylidene]hydrazino}carbonyl)propylcarbamate
• CAS No.: 857904-01-9
• Molecular Formula: C₂₀H₂₄N₄O₃
• Molecular Weight: 368.436
• Mol file: 857904-01-9.mol

Synonyms:Methyl (1S)-2,2-dimethyl-1-({(2E)-2-[4-(2-pyridinyl)benzylidene]hydrazino}carbonyl)propylcarbamate

Chemical Property of Methyl (1S)-2,2-dimethyl-1-({(2E)-2-[4-(2-pyridinyl)benzylidene]hydrazino}carbonyl)propylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl (1S)-2,2-dimethyl-1-({(2E)-2-[4-(2-pyridinyl)benzylidene]hydrazino}carbonyl)propylcarbamate

There total 5 articles about Methyl (1S)-2,2-dimethyl-1-({(2E)-2-[4-(2-pyridinyl)benzylidene]hydrazino}carbonyl)propylcarbamate 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: 91.0%

4-(2'-pyridyl)benzaldehyde (127406-56-8) + (S)-(1-hydrazinocarbonyl-2,2-dimethyl-propyl)-carbamic acid methyl ester hydrochloride (857904-00-8) → Methyl (1S)-2,2-dimethyl-1-({(2E)-2-[4-(2-pyridinyl)benzylidene]hydrazino}carbonyl)propylcarbamate (857904-01-9)

Guidance literature:

In isopropyl alcohol; at 80 ℃; for 4.16667h;

Reference yield:

4-(2'-pyridyl)benzaldehyde (127406-56-8) + methyl (S)-(1-hydrazinyl-3,3-dimethyl-1-oxobutan-2-yl)carbamate (198904-78-8) → Methyl (1S)-2,2-dimethyl-1-({(2E)-2-[4-(2-pyridinyl)benzylidene]hydrazino}carbonyl)propylcarbamate (857904-01-9)

Guidance literature:

In isopropyl alcohol; for 12h; Reflux;

Reference yield:

L-tert-Leucine (20859-02-3) → Methyl (1S)-2,2-dimethyl-1-({(2E)-2-[4-(2-pyridinyl)benzylidene]hydrazino}carbonyl)propylcarbamate (857904-01-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide / 1,4-dioxane; water / 18 h / 60 °C / pH 8 - 9

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / ethyl acetate / 0 °C

2.2: 18 h / 20 °C

3.1: hydrogenchloride; water / 1,4-dioxane / 12 h / 0 - 20 °C

4.1: isopropyl alcohol / 12 h / Reflux

With 4-methyl-morpholine; hydrogenchloride; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In 1,4-dioxane; water; ethyl acetate; isopropyl alcohol;

upstream raw materials:

4-(2'-pyridyl)benzaldehyde

(S)-(1-hydrazinocarbonyl-2,2-dimethyl-propyl)-carbamic acid methyl ester hydrochloride

L-tert-Leucine

(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid

Downstream raw materials:

{(S)-2,2-dimethyl-1-[N'-(4-pyridin-2-yl-benzyl)-hydrazinocarbonyl]-propyl}-carbamic acid methyl ester

{(1S,2S)-1-benzyl-2-hydroxy-3-[N'-((S)-2-methoxycarbonylamino-3,3-dimethyl-butyryl)-N-(4-pyridin-2-yl-benzyl)-hydrazino]-propyl}-carbamic acid tert-butyl ester

{(S)-1-[N'-((2S,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-N'-(4-pyridin-2-yl-benzyl)-hydrazinocarbonyl]-2,2-dimethyl-propyl}-carbamic acid methyl ester

methyl (1R,3S)-3-((2S,3S)-3-hydroxy-4-(2-((S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoyl)-1-(4-(pyridin-2-yl)benzyl)hydrazinyl)-1-phenylbutan-2-ylcarbamoyl)-2,2-dimethylcyclobutylcarbamate