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(4S)-1-Boc-4-(FMoc-aMino)-D-proline synthesis

3synthesis methods
(4S)-1-Boc-4-(FMoc-aMino)-D-proline

1018332-23-4
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-

Yield:-

Steps:

Multi-step reaction with 4 steps
1.1: caesium carbonate / methanol; water / Inert atmosphere; Cooling with ice
1.2: 20 h / 0 - 20 °C / Inert atmosphere
2.1: diphenyl phosphoryl azide; triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 40.5 h / 5 - 20 °C / Inert atmosphere
3.1: palladium 10% on activated carbon; hydrogen / methanol / 15 h / 20 °C
4.1: sodium carbonate / water; tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

References:

Bingham, Patrick;Burke, Benjamin J.;Chen, Qiuxia;Cheng, Xuemin;Deng, Ya-Li;Dou, Dengfeng;Feng, Junli;Gallego, Gary M.;Gehring, Michael R.;Grant, Stephan K.;Greasley, Samantha;Harris, Anthony R.;Kung, Pei-Pei;Maegley, Karen A.;Meier, Jordan;Meng, Xiaoyun;Montano, Jose L.;Morgan, Barry A.;Naughton, Brigitte S.;Palde, Prakash B.;Paul, Thomas A.;Richardson, Paul;Sakata, Sylvie;Shaginian, Alex;Sonnenburg, William K.;Stewart, Albert E.;Subramanyam, Chakrapani;Timofeevski, Sergei;Wan, Jinqiao;Yan, Wen [ACS Medicinal Chemistry Letters,2020,vol. 11,# 6,p. 1175 - 1184]

132622-92-5 Synthesis
Benzyl (4R)-1-Boc-4-hydroxy-D-prolinate

132622-92-5
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(4S)-1-Boc-4-(FMoc-aMino)-D-proline

1018332-23-4
15 suppliers
inquiry