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

Base Information

• Chemical Name: benzyl (1S,3R)-3-methoxycarbonyl-2,2-dimethylcyclobutyl-1-carbamate
• CAS No.: 1017279-78-5
• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.347
• Mol file: 1017279-78-5.mol

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

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

There total 6 articles about benzyl (1S,3R)-3-methoxycarbonyl-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: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (1R,3S)-3-(((benzyloxy)carbonyl)amino)-2,2-dimethylcyclobutan-1-carboxylic acid (1017279-76-3) → benzyl (1S,3R)-3-methoxycarbonyl-2,2-dimethylcyclobutyl-1-carbamate (1017279-78-5)

Guidance literature:

In dichloromethane;

DOI:10.1016/j.tetasy.2008.01.020

Reference yield: 95.0%

(1R,3S)-3-(((benzyloxy)carbonyl)amino)-2,2-dimethylcyclobutan-1-carboxylic acid (1017279-76-3) + methyl iodide (74-88-4) → benzyl (1S,3R)-3-methoxycarbonyl-2,2-dimethylcyclobutyl-1-carbamate (1017279-78-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide;

DOI:10.1007/s00726-011-0912-4

Reference yield:

(-)-Verbenone (80-57-9,1196-01-6) → benzyl (1S,3R)-3-methoxycarbonyl-2,2-dimethylcyclobutyl-1-carbamate (1017279-78-5)

Guidance literature:

Multi-step reaction with 5 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 / 3 h / 0 °C

2.2: 1.5 h / 0 - 20 °C

3.1: toluene / 4 h / 0 °C / Reflux

4.1: sodium hydroxide; bromine / water / 5 h / -5 °C

4.2: pH 2 - 3

5.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

With sodium periodate; water; bromine; chloroformic acid ethyl ester; caesium carbonate; triethylamine; sodium hydroxide; ruthenium(III) trichloride hydrate; In tetrachloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 4.1: Lieben degradation;

upstream raw materials:

diazomethane

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

methyl iodide

(-)-Verbenone

Downstream raw materials:

C₆₀H₉₁N₉O₁₅

C₄₂H₆₂N₆O₁₁

C₄₃H₆₄N₆O₁₁

C₂₅H₃₅N₃O₇