Thr protection

Luca.Corte@com.area.trieste.it
Wed, 22 Jul 1998 08:33:29 +0000

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Hi everybody!
Thanks to mr Wolfe for the reply regarding Thr protection, but I think
I have not been clear in my question: I already have Fmoc-d-allo-Thr-OH, so I
would like to do the side chain OH protection without affecting the
COOH and leaving the Fmoc group intact.
I thought to block the carboxy function as a methyl ester with
diazometane, then protect the side chain OH with TBTA and BF3.Et2O,
then remove the methyl ester with 2% Na2CO3 in H2O/ACN (this
procedure is similarly described in J. Org. Chem., 1991, 56, 3447 for Fmoc-Tyr).
I don't know if the protection with diazomethane will affect only the
COOH or the side chain OH, too.
Any suggestion, or any other protection procedure is welcomed.
Thanks very much.
Luca

Luca Corte
Biostrands
Area Science Park
Trieste, Italy
Luca.Corte@com.area.trieste.it

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