(1-ethylcyclobutyl)methyl (1S)-1-[cyano(triphenylphosphoranylidene)acetyl]pentylcarbamate

Base Information

• Chemical Name: (1-ethylcyclobutyl)methyl (1S)-1-[cyano(triphenylphosphoranylidene)acetyl]pentylcarbamate
• CAS No.: 783305-79-3
• Molecular Formula: C₃₄H₃₉N₂O₃P
• Molecular Weight: 554.669
• Mol file: 783305-79-3.mol

Synonyms:(1-ethylcyclobutyl)methyl (1S)-1-[cyano(triphenylphosphoranylidene)acetyl]pentylcarbamate

Chemical Property of (1-ethylcyclobutyl)methyl (1S)-1-[cyano(triphenylphosphoranylidene)acetyl]pentylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-ethylcyclobutyl)methyl (1S)-1-[cyano(triphenylphosphoranylidene)acetyl]pentylcarbamate

There total 6 articles about (1-ethylcyclobutyl)methyl (1S)-1-[cyano(triphenylphosphoranylidene)acetyl]pentylcarbamate 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:

cyanomethylene triphenylphosphorane (16640-68-9) + (S)-2-(1-Ethyl-cyclobutylmethoxycarbonylamino)-hexanoic acid (1025978-46-4) → (1-ethylcyclobutyl)methyl (1S)-1-[cyano(triphenylphosphoranylidene)acetyl]pentylcarbamate (783305-79-3)

Guidance literature:

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

DOI:10.1021/jm0400799

Reference yield:

ethyl cyclobutylcarboxylate (14924-53-9) → (1-ethylcyclobutyl)methyl (1S)-1-[cyano(triphenylphosphoranylidene)acetyl]pentylcarbamate (783305-79-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran; hexane / 0.25 h / -78 - -30 °C

1.2: tetrahydrofuran; hexane / 4 h / -78 - 20 °C

2.1: LAH / diethyl ether; tetrahydrofuran / 6 h / Heating

3.1: tetrahydrofuran; toluene / 20 °C

4.1: Hunig's base / tetrahydrofuran / 20 °C

5.1: aq. LiOH / tetrahydrofuran / 20 °C

6.1: EDCI; DMAP / CH₂Cl₂ / 20 °C

With dmap; lithium hydroxide; lithium aluminium tetrahydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; 6.1: Wassermann reaction;

DOI:10.1021/jm0400799

Reference yield:

(1-ethylcyclobutyl)methanol (255721-49-4) → (1-ethylcyclobutyl)methyl (1S)-1-[cyano(triphenylphosphoranylidene)acetyl]pentylcarbamate (783305-79-3)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran; toluene / 20 °C

2: Hunig's base / tetrahydrofuran / 20 °C

3: aq. LiOH / tetrahydrofuran / 20 °C

4: EDCI; DMAP / CH₂Cl₂ / 20 °C

With dmap; lithium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; toluene; 4: Wassermann reaction;

DOI:10.1021/jm0400799

upstream raw materials:

cyanomethylene triphenylphosphorane

(S)-2-(1-Ethyl-cyclobutylmethoxycarbonylamino)-hexanoic acid

ethyl cyclobutylcarboxylate

(1-ethylcyclobutyl)methanol