Intermediate Salt for Mitsunobu-Type SN2 Reactions with Lower Acidic Amines

BEHT triflate [B7082] is a bench-stable salt intermediate used in the Mitsunobu-type SN2 reaction. It can be applied in Mitsunobu reactions with lower acidic amines, extending the scope of nucleophilic substitution with amines. As an example, benzyl (S)-(-)-lactate [L0161] was reacted with indoline [I0033] using BEHT triflate [B7082] and N,N-diisopropylethylamine (= DIEA) [D1599] in 1,2-dichloroethane (= DCE) at room temperature for one day. The product, benzyl (R)-2-(indolin-1-yl)propanoate, was obtained as a pale red oil in 54% yield. The reaction was monitored by UPLC.

Related products

• TCI L0161 56777-24-3 Benzyl (S)-(-)-Lactate
• TCI I0033 496-15-1 Indoline
• TCI B7082 3075704-21-8 [1,2-Bis(ethoxycarbonyl)hydrazineyl]triphenylphosphonium Trifluoromethanesulfonate

Source

• TCI Practical Example: www.tcichemicals.com/ID/en/product/tci-topics/TCIPracticalExample_20260216
• TCI product page L0161: tcichemicals.com/ID/en/p/L0161

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For research and laboratory use only, not for human consumption.