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1260251-28-2

1-?Butanone, 1,?1'-?[(6,?6'-?difluoro[2,?2'-?bi-?1H-?indole]?-?3,?3'-?diyl)?bis[methylene[(2R,?4S)?-?4-?(acetyloxy)?-?2,?1-?pyrrolidinediyl]?]?]?bis[2-?amino-?, (2S,?2'S)?- synthesis

10synthesis methods
Difluoro-Biindolylpyrrolidine acetate

1260251-26-0
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34306-42-8 Synthesis
BOC-ABU-OH

34306-42-8
315 suppliers
$6.00/5g

1-?Butanone, 1,?1'-?[(6,?6'-?difluoro[2,?2'-?bi-?1H-?indole]?-?3,?3'-?diyl)?bis[methylene[(2R,?4S)?-?4-?(acetyloxy)?-?2,?1-?pyrrolidinediyl]?]?]?bis[2-?amino-?, (2S,?2'S)?-

1260251-28-2
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Yield:1260251-28-2 86%

Reaction Conditions:

Stage #1: Boc-Abuwith 4-methyl-morpholine;N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate in 1-methyl-pyrrolidin-2-one at 0 - 5;Inert atmosphere;Large scale;
Stage #2: acetic acid 3S-{5R-[3'-[(4S-acetoxypyrrolidin-2R-yl)methyl]-6,6'-difluoro-1H,1'H-[2,2']biindol-3-ylmethyl]pyrrolidin}-3-yl ester in 1-methyl-pyrrolidin-2-one at 0 - 20; for 2 h;Inert atmosphere;Large scale;
Stage #3: with trifluoroacetic acid in dichloromethane at 20 - 25; for 40 h;Inert atmosphere;Large scale;

References:

Deng, Yijun;Xie, Qiuzhe;LaPorte, Matthew G.;Chasnoff, Anna T. A.;Mortensen, Mark A.;Patra, Debasis;Putrelo, Seth A.;Antonovich, Robert S.;Cao, Hong;Yan, Jun;Cooper, Arthur J.;Rippin, Susan R.;Alexander, Matthew D.;Kumar, Pavan Tirunahari;Hendi, Mukta S.;Lee, Yu-Hua;Haimowitz, Thomas;Condon, Stephen M. [Organic Process Research and Development,2016,vol. 20,# 2,p. 242 - 252]