Reaction #1121782

ord-c0da6965385c4e94892ebde574e24b51

Reaction equation

O=C(O)c1ccc2c(c1)C1(OC2=O)c2ccc(O)cc2Oc2cc(O)ccc21
5(6)-carboxy fluorescein
CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
HATU
CCN(C(C)C)C(C)C
DIPEA
→
O=C(O)c1ccccc1-c1c2ccc(=O)cc-2oc2cc(O)ccc12
Fluorescein

Reactants

O=C(O)c1ccc2c(c1)C1(OC2=O)c2ccc(O)cc2Oc2cc(O)ccc21
5(6)-carboxy fluorescein
CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
HATU
CCN(C(C)C)C(C)C
DIPEA

Reagents

None

Solvents

CN1CCCC1=O
NMP

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

5(6)-carboxy fluorescein is dissolved in NMP to a concentration of 0.2 M. Activation is performed with 0.9 eq. HATU and 1 eq. DIPEA for 2 min before coupling for at least 2×20 min or until the Kaiser test is negative.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08546309B2uspto-grants-2013_10