A novel and efficient synthesis of 3'-amino-3'-deoxyadenosine

Wei Chen; Xin Ming Qian; Xue Qiu He; Tao Peng

doi:10.1109/RSETE.2011.5966058

A novel and efficient synthesis of 3'-amino-3'-deoxyadenosine

Wei Chen^*, Xin Ming Qian, Xue Qiu He, Tao Peng

^*Corresponding author for this work

School of Mechatronical Engineering

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution › peer-review

Abstract

A novel method for efficient synthesis of 3'-amino-3'-deoxyadenosine from adenosine was developed. Adenosine was reacted with triethyl orthoacetate and then acetyl bromide to afford 2', 5'-O-acetyl-3'-bromo-3'-deoxyadenosine, which reacted with N-benzyl-4-nitrobenzenesulfonamide and then with thiophenol to yield 3'-(benzylamino)-3'-deoxy-adenosine. Following treated with Pd/C and H2, 3'-amino-3'-deoxyadenosine was synthesized. This method was facile and efficient.

Original language	English
Title of host publication	2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings
Pages	7318-7321
Number of pages	4
DOIs	https://doi.org/10.1109/RSETE.2011.5966058
Publication status	Published - 2011
Event	2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Nanjing, China Duration: 24 Jun 2011 → 26 Jun 2011

Publication series

Name	2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings

Conference

Conference	2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011
Country/Territory	China
City	Nanjing
Period	24/06/11 → 26/06/11

Keywords

3'-amino-3'-deoxyadenosine
Adenosine
Meisenheimer
N-benzyl-4-nitrobenzenesulfonamide

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10.1109/RSETE.2011.5966058

Cite this

Chen, W., Qian, X. M., He, X. Q., & Peng, T. (2011). A novel and efficient synthesis of 3'-amino-3'-deoxyadenosine. In 2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings (pp. 7318-7321). Article 5966058 (2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings). https://doi.org/10.1109/RSETE.2011.5966058

Chen, Wei ; Qian, Xin Ming ; He, Xue Qiu et al. / A novel and efficient synthesis of 3'-amino-3'-deoxyadenosine. 2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings. 2011. pp. 7318-7321 (2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings).

@inproceedings{fa53a67603354dc9874520c504e606e2,

title = "A novel and efficient synthesis of 3'-amino-3'-deoxyadenosine",

abstract = "A novel method for efficient synthesis of 3'-amino-3'-deoxyadenosine from adenosine was developed. Adenosine was reacted with triethyl orthoacetate and then acetyl bromide to afford 2', 5'-O-acetyl-3'-bromo-3'-deoxyadenosine, which reacted with N-benzyl-4-nitrobenzenesulfonamide and then with thiophenol to yield 3'-(benzylamino)-3'-deoxy-adenosine. Following treated with Pd/C and H2, 3'-amino-3'-deoxyadenosine was synthesized. This method was facile and efficient.",

keywords = "3'-amino-3'-deoxyadenosine, Adenosine, Meisenheimer, N-benzyl-4-nitrobenzenesulfonamide",

author = "Wei Chen and Qian, {Xin Ming} and He, {Xue Qiu} and Tao Peng",

year = "2011",

doi = "10.1109/RSETE.2011.5966058",

language = "English",

isbn = "9781424491711",

series = "2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings",

pages = "7318--7321",

booktitle = "2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings",

note = "2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 ; Conference date: 24-06-2011 Through 26-06-2011",

}

Chen, W, Qian, XM, He, XQ & Peng, T 2011, A novel and efficient synthesis of 3'-amino-3'-deoxyadenosine. in 2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings., 5966058, 2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings, pp. 7318-7321, 2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011, Nanjing, China, 24/06/11. https://doi.org/10.1109/RSETE.2011.5966058

A novel and efficient synthesis of 3'-amino-3'-deoxyadenosine. / Chen, Wei; Qian, Xin Ming; He, Xue Qiu et al.
2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings. 2011. p. 7318-7321 5966058 (2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings).

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution › peer-review

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T1 - A novel and efficient synthesis of 3'-amino-3'-deoxyadenosine

AU - Chen, Wei

AU - Qian, Xin Ming

AU - He, Xue Qiu

AU - Peng, Tao

PY - 2011

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N2 - A novel method for efficient synthesis of 3'-amino-3'-deoxyadenosine from adenosine was developed. Adenosine was reacted with triethyl orthoacetate and then acetyl bromide to afford 2', 5'-O-acetyl-3'-bromo-3'-deoxyadenosine, which reacted with N-benzyl-4-nitrobenzenesulfonamide and then with thiophenol to yield 3'-(benzylamino)-3'-deoxy-adenosine. Following treated with Pd/C and H2, 3'-amino-3'-deoxyadenosine was synthesized. This method was facile and efficient.

AB - A novel method for efficient synthesis of 3'-amino-3'-deoxyadenosine from adenosine was developed. Adenosine was reacted with triethyl orthoacetate and then acetyl bromide to afford 2', 5'-O-acetyl-3'-bromo-3'-deoxyadenosine, which reacted with N-benzyl-4-nitrobenzenesulfonamide and then with thiophenol to yield 3'-(benzylamino)-3'-deoxy-adenosine. Following treated with Pd/C and H2, 3'-amino-3'-deoxyadenosine was synthesized. This method was facile and efficient.

KW - 3'-amino-3'-deoxyadenosine

KW - Adenosine

KW - Meisenheimer

KW - N-benzyl-4-nitrobenzenesulfonamide

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M3 - Conference contribution

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SN - 9781424491711

T3 - 2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings

SP - 7318

EP - 7321

BT - 2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings

T2 - 2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011

Y2 - 24 June 2011 through 26 June 2011

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Chen W, Qian XM, He XQ, Peng T. A novel and efficient synthesis of 3'-amino-3'-deoxyadenosine. In 2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings. 2011. p. 7318-7321. 5966058. (2011 International Conference on Remote Sensing, Environment and Transportation Engineering, RSETE 2011 - Proceedings). doi: 10.1109/RSETE.2011.5966058

A novel and efficient synthesis of 3'-amino-3'-deoxyadenosine

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