Carbamic acid, [2-(2-propynyloxy)ethyl]-, 1,1-dimethylethyl ester (9CI)

Base Information

• Chemical Name: Carbamic acid, [2-(2-propynyloxy)ethyl]-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 634926-63-9
• Molecular Formula: C10H17NO3
• Molecular Weight: 199.25
• Mol file: 634926-63-9.mol

Synonyms:Carbamic acid, [2-(2-propynyloxy)ethyl]-, 1,1-dimethylethyl ester (9CI);O-Proparagyl-N-Boc-ethanolamine

Chemical Property of Carbamic acid, [2-(2-propynyloxy)ethyl]-, 1,1-dimethylethyl ester (9CI)

Chemical Property:

• Boiling Point: 298.7±20.0 °C(Predicted)
• PKA: 12.11±0.46(Predicted)
• PSA: 47.56000
• Density: 1.016±0.06 g/cm3(Predicted)
• LogP: 1.55180

Purity/Quality:

97% ^*data from raw suppliers

O-Proparagyl-N-Boc-ethanolamine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: tert-Butyl (2-(prop-2-yn-1-yloxy)ethyl)carbamate is crosslinker consisting of a propargyl group and a t-Boc protected amine group. The propargyl group reacts with azide-bearing compounds or biomolecules via copper catalyzed Click Chemistry reactions. The t-Boc protected amine can be deprotected under mild acidic conditions.

Technology Process of Carbamic acid, [2-(2-propynyloxy)ethyl]-, 1,1-dimethylethyl ester (9CI)

There total 5 articles about Carbamic acid, [2-(2-propynyloxy)ethyl]-, 1,1-dimethylethyl ester (9CI) 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: 79.0%

2-(N-tert-butoxycarbonylamino)ethanol (26690-80-2) + propargyl bromide (106-96-7) → N-(tert-butyloxycarbonyl)-2-(propargyloxy)aminoethane (634926-63-9)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium iodide; potassium hydroxide; In tetrahydrofuran; at 23 ℃;

DOI:10.1021/acs.joc.6b01884

Reference yield: 43.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-(prop-2-yn-1-yloxy)ethan-1-amine (122116-12-5) → N-(tert-butyloxycarbonyl)-2-(propargyloxy)aminoethane (634926-63-9)

Guidance literature:

In methanol; at 20 ℃; for 18h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-(tert-butyloxycarbonyl)-2-(propargyloxy)aminoethane (634926-63-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / 1,4-dioxane; water / 1 h / 0 °C

2: potassium hydroxide / tetra-(n-butyl)ammonium iodide; sodium iodide / tetrahydrofuran / 24.5 h / 2 °C

With potassium hydroxide; sodium hydrogencarbonate; tetra-(n-butyl)ammonium iodide; sodium iodide; In tetrahydrofuran; 1,4-dioxane; water;

upstream raw materials:

2-(N-tert-butoxycarbonylamino)ethanol

propargyl bromide

di-tert-butyl dicarbonate

2-(prop-2-yn-1-yloxy)ethan-1-amine

Downstream raw materials:

3-[2-{2,3-bis(benzyloxycarbonyl)guanidino}-ethoxy]-1-propyne

C₂₃H₂₂N₈O₅S

C₂₇H₃₀N₈O₆S

2-(prop-2-yn-1-yloxy)ethan-1-amine

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