(4S)-1,2-oxazolidin-4-ol hydrochloride → 5-[[4-Hydroxyisoxazolidin-2-yl]carbonyl]-3-methyl-6-[7-methyl-1H-indol-3-ylmethyl]-1-(isobutyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

Participants

Reaction Steps

Prepared using the procedure described in example 1 part g) from the product of step b) and (S)-4-hydroxyisoxazolidine hydrochloride [Example 1 part b] to give the title compound after purification by flash silica chromatography eluting with 0-3% methanol in ethyl acetate and recrystallisation from ethyl acetate:isohexane (9:1). MS (APCI) 497.1 [M+H] δ 1HDMSO 0.81-0.84 (6H,m), 2-2.1 (1H, m), 2.44 (3H, s), 3.2 (3H, s), 3.5-3.9 (6H, 3m), 4.1-4.2 (2H, m), 4.7-4.8 (1H,2m), 5.5 (1H, d), 6.82-6.87 (2H, m), 7.28-7.38 (2H, m), 10.95 (1H, bs)

Provenance & Evidence