Efficient synthesis of immolative carbamate dendrimer with olefinic periphery

Jeong Kyu Lee; Young Woong Suh; Mayfair C. Kung; Christopher M. Downing; Harold H. Kung

doi:10.1016/j.tetlet.2007.05.034

Efficient synthesis of immolative carbamate dendrimer with olefinic periphery

Jeong Kyu Lee, Young Woong Suh, Mayfair C. Kung, Christopher M. Downing, Harold H. Kung^*

^*Corresponding author for this work

Chemical and Biological Engineering

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

An efficient synthetic strategy for immolative carbamate dendrons and dendrimers is described that requires no protection/deprotection in the convergent growth step. 1,3-Diamino-2-propanol was used as AB₂ building block and 4-nitrophenyl chloroformate as carbamate forming reagent. The method was demonstrated with a G3-dendron. A combination of convergent and divergent growth method was used to couple G2-dendrons to a G2-core or G3-dendrons to a tetrahedral G1-core with amine functional groups to form a spherical carbamate dendrimer (G4) possessing an olefinic periphery.

Original language	English (US)
Pages (from-to)	4919-4923
Number of pages	5
Journal	Tetrahedron Letters
Volume	48
Issue number	28
DOIs	https://doi.org/10.1016/j.tetlet.2007.05.034
State	Published - Jul 9 2007

Funding

This work was supported by the US Department of Energy, Office of Science, Basic Energy Sciences, Grant No. DE-FG02-01ER15184.

Keywords

1,3-Diamino-2-propanol
4-Nitrophenyl chloroformate
Carbamate dendron
Immolative dendrimer

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2007.05.034

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title = "Efficient synthesis of immolative carbamate dendrimer with olefinic periphery",

abstract = "An efficient synthetic strategy for immolative carbamate dendrons and dendrimers is described that requires no protection/deprotection in the convergent growth step. 1,3-Diamino-2-propanol was used as AB2 building block and 4-nitrophenyl chloroformate as carbamate forming reagent. The method was demonstrated with a G3-dendron. A combination of convergent and divergent growth method was used to couple G2-dendrons to a G2-core or G3-dendrons to a tetrahedral G1-core with amine functional groups to form a spherical carbamate dendrimer (G4) possessing an olefinic periphery.",

keywords = "1,3-Diamino-2-propanol, 4-Nitrophenyl chloroformate, Carbamate dendron, Immolative dendrimer",

author = "Lee, {Jeong Kyu} and Suh, {Young Woong} and Kung, {Mayfair C.} and Downing, {Christopher M.} and Kung, {Harold H.}",

note = "Funding Information: This work was supported by the US Department of Energy, Office of Science, Basic Energy Sciences, Grant No. DE-FG02-01ER15184. ",

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doi = "10.1016/j.tetlet.2007.05.034",

language = "English (US)",

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journal = "Tetrahedron Letters",

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T1 - Efficient synthesis of immolative carbamate dendrimer with olefinic periphery

AU - Lee, Jeong Kyu

AU - Suh, Young Woong

AU - Kung, Mayfair C.

AU - Downing, Christopher M.

AU - Kung, Harold H.

N1 - Funding Information: This work was supported by the US Department of Energy, Office of Science, Basic Energy Sciences, Grant No. DE-FG02-01ER15184.

PY - 2007/7/9

Y1 - 2007/7/9

N2 - An efficient synthetic strategy for immolative carbamate dendrons and dendrimers is described that requires no protection/deprotection in the convergent growth step. 1,3-Diamino-2-propanol was used as AB2 building block and 4-nitrophenyl chloroformate as carbamate forming reagent. The method was demonstrated with a G3-dendron. A combination of convergent and divergent growth method was used to couple G2-dendrons to a G2-core or G3-dendrons to a tetrahedral G1-core with amine functional groups to form a spherical carbamate dendrimer (G4) possessing an olefinic periphery.

AB - An efficient synthetic strategy for immolative carbamate dendrons and dendrimers is described that requires no protection/deprotection in the convergent growth step. 1,3-Diamino-2-propanol was used as AB2 building block and 4-nitrophenyl chloroformate as carbamate forming reagent. The method was demonstrated with a G3-dendron. A combination of convergent and divergent growth method was used to couple G2-dendrons to a G2-core or G3-dendrons to a tetrahedral G1-core with amine functional groups to form a spherical carbamate dendrimer (G4) possessing an olefinic periphery.

KW - 1,3-Diamino-2-propanol

KW - 4-Nitrophenyl chloroformate

KW - Carbamate dendron

KW - Immolative dendrimer

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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Efficient synthesis of immolative carbamate dendrimer with olefinic periphery

Abstract

Funding

Keywords

ASJC Scopus subject areas

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