vinyl N,N-diisopropylcarbamate

Base Information

• Chemical Name: vinyl N,N-diisopropylcarbamate
• CAS No.: 1058705-40-0
• Molecular Formula: C₉H₁₇NO₂
• Molecular Weight: 171.239
• Mol file: 1058705-40-0.mol

Synonyms:vinyl N,N-diisopropylcarbamate

Chemical Property of vinyl N,N-diisopropylcarbamate

Chemical Property:

• Refractive Index: n/D 1.4397
• Density: 0.92 g/mL

Purity/Quality:

98%,99%, ^*data from raw suppliers

Vinyl N,N-diisopropylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Alkyne-containing molecules can be prepared from boronic ester building blocks. With high enantiospecificity, this vinyl carbamate can be used to alkynylate enantioenriched secondary and tertiary boronic esters in good yields, accomplished by a Zweifel-type olefination followed by a 1,2-elimination.

Technology Process of vinyl N,N-diisopropylcarbamate

There total 4 articles about vinyl N,N-diisopropylcarbamate 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: 87.0%

N,N-diisopropylcarbamoyl chloride (19009-39-3) + Lithium enolate of the acetaldehyde (675825-21-5) → vinyl N,N-diisopropylcarbamate (1058705-40-0)

Guidance literature:

In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 0 ℃;

DOI:10.1021/jo00309a008

Reference yield: 85.0%

2-chloroethyl N,N-diisopropylcarbamate (1058705-74-0) → vinyl N,N-diisopropylcarbamate (1058705-40-0)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1055/s-2008-1067150

Reference yield: 83.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + N,N-diisopropylcarbamoyl chloride (19009-39-3) → vinyl N,N-diisopropylcarbamate (1058705-40-0)

Guidance literature:

tetrahydrofuran; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 16h; Inert atmosphere;

N,N-diisopropylcarbamoyl chloride; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ol502095z

upstream raw materials:

Vinyl chloroformate

N,N-diisopropyl-1,1,1-trimethylsilylamine

N,N-diisopropylcarbamoyl chloride

Lithium enolate of the acetaldehyde

Downstream raw materials:

[6S,9(1S)]-9-[1-(dibenzylamino)-2-phenylethyl]bicyclo[4.3.0]non-1⁽⁹⁾-en-8-one

[2(1S),5S]-2-[1-(dibenzylamino)ethyl]bicyclo[3.3.0]oct-1-en-3-one

1-tosylvinyl N,N-diisopropylcarbamate

1-phenylbut-3-en-1-yn-1-yl N,N-diisopropylcarbamate