Triethylamine → HCID 131711186, compound

Participants

Reaction Conditions

Reaction Steps

Compound IV (2.0 g, 3.33 mmol) was dissolved in 0.4 M BF3.OEt2 in acetic acid (16.7 ml) and stirred at 25° C. for 4 hr. The solution was evaporated to a clear oil which was solidified by treatment with dry ether and drying over KOH. This material was dissolved in DMF (25 ml) and reacted with Et3N (0.47 ml) and Boc-Thr(Bzl)-Ser(Bzl)-OSu (1.89 g, 3.33 mmol) at 0° C for 1.5 hr and 25° C for 24 hr. The pH was adjusted to 8.0 (by wet pH paper) with Et3N when necessary during the course of reaction. The reaction was worked up as described above in Example 2 to yield a crystalline product from EtOAc and petroleum ether, yield 2.5 g (78.1%); mp 111°-115° C.; [α]D25 -4.8° (c 1, CHCl3). Anal. Calcd for C52H65N5O13 (968.12): C, 64.51; H, 6.76; N, 7.23. Found: C, 64.40; H, 6.60; N, 7.11.

Provenance & Evidence