benzyl (1S,3R)-3-acetyl-2,2-dimethylcyclobutyl-1-carbamate

Base Information

• Chemical Name: benzyl (1S,3R)-3-acetyl-2,2-dimethylcyclobutyl-1-carbamate
• CAS No.: 1017279-96-7
• Molecular Formula: C₁₆H₂₁NO₃
• Molecular Weight: 275.348
• Mol file: 1017279-96-7.mol

Synonyms:benzyl (1S,3R)-3-acetyl-2,2-dimethylcyclobutyl-1-carbamate

Chemical Property of benzyl (1S,3R)-3-acetyl-2,2-dimethylcyclobutyl-1-carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (1S,3R)-3-acetyl-2,2-dimethylcyclobutyl-1-carbamate

There total 6 articles about benzyl (1S,3R)-3-acetyl-2,2-dimethylcyclobutyl-1-carbamate 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: 92.0%

(1R,3S)-3-azidocarbonyl-2,2-dimethylcyclobutyl methyl ketone (1017279-74-1) + benzyl alcohol (100-51-6,185532-71-2) → benzyl (1S,3R)-3-acetyl-2,2-dimethylcyclobutyl-1-carbamate (1017279-96-7)

Guidance literature:

In toluene; for 3.5h; Heating;

DOI:10.1016/j.tetasy.2008.01.020

Reference yield:

(1S,3R)-3-acetyl-2,2-dimethylcyclobutane carboxylic acid (288848-24-8) + benzyl alcohol (100-51-6,185532-71-2) → benzyl (1S,3R)-3-acetyl-2,2-dimethylcyclobutyl-1-carbamate (1017279-96-7)

Guidance literature:

(1S,3R)-3-acetyl-2,2-dimethylcyclobutane carboxylic acid; With diphenyl phosphoryl azide; triethylamine; In toluene; for 1h; Inert atmosphere; Reflux;

benzyl alcohol; In toluene; Reflux; Inert atmosphere;

Reference yield:

(-)-Verbenone (80-57-9,1196-01-6) → benzyl (1S,3R)-3-acetyl-2,2-dimethylcyclobutyl-1-carbamate (1017279-96-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium periodate; water / ruthenium(III) trichloride hydrate / tetrachloromethane; acetonitrile / 12 h / 0 - 20 °C

2.1: chloroformic acid ethyl ester; triethylamine / acetone / 0 °C

2.2: 1.5 h / 0 - 20 °C

3.1: toluene / 4 h / 20 °C / Reflux

With sodium periodate; water; chloroformic acid ethyl ester; triethylamine; ruthenium(III) trichloride hydrate; In tetrachloromethane; acetone; toluene; acetonitrile; 3.1: Curtius Rearrangement;

upstream raw materials:

(1R,3S)-3-azidocarbonyl-2,2-dimethylcyclobutyl methyl ketone

benzyl alcohol

(-)-Verbenone

(1S,3R)-3-acetyl-2,2-dimethylcyclobutane carboxylic acid

Downstream raw materials:

(1R,3S)-3-(((benzyloxy)carbonyl)amino)-2,2-dimethylcyclobutan-1-carboxylic acid

C₂₆H₃₇N₃O₇

C₂₅H₃₅N₃O₇

C₆₀H₉₁N₉O₁₅