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1-Isobutyrylproline synthesis

2synthesis methods
-

Yield:23500-16-5 96%

Reaction Conditions:

in 1-propionyl-pyrrolidine-2-carboxylic acid;

Steps:

[Isobutyryl9 ]didemnin B (Compound 105) and [Isobutyryl9 -D-Pro8 ]didemnin B (Compound 107)

L-Proline (1.15 g, 0.01 mol) was treated with isobutyric anhydride in a procedure similar to the N-propionylproline synthesis to give N-isobutyrylproline (1.8 g, 96%): fine crystals; m.p. 80°-82° C.; [α]D25 -8.7° (c, 1.56, CHCl3); 1 H NMR 4.55 (1H, m), 3.60 (2H, m), m), 2.70 (1H, sept, J=7.2), 1.8-2.0 (4H, m), 1.14 (3H, d, J=7 2), 1.12 (3H, d, J=7.2). Anal. Calcd. for Calcd. for C9 H15 NO3: C, 58.36, H, 8.16; N, 7.64. Found: C, 58.26; H, 8.10; N, 7.64.

References:

US5294603,1994,A