A short enantioselective synthesis of protected L-3-hydroxy-4-methoxy-5-methyl phenylalanine and its corresponding aldehyde - a common subunit of ecteinascidin-743, safracin and congeners

An asym. synthesis of appropriately protected L-3-hydroxy-4-methoxy-5-Me phenylalanine from 3-methylcatechol is described featuring a key enantioselective alkylation step. [on SciFinder (R)]


Published in:
Synlett, 4, 729-731
Year:
2004
Keywords:
Note:
CAN 140:391464
34-2
Amino Acids, Peptides, and Proteins
Institut de Chimie des Substances Naturelles, CNRS,Gif-sur-Yvette,Fr.
Journal
0936-5214
written in English.
200132-54-3 Role: CAT (Catalyst use), USES (Uses) (asym. prepn. of a phenylalanine deriv. and its corresponding aldehyde using enantioselective alkylation as a key step); 488-17-5; 7764-95-6; 81477-94-3 Role: RCT (Reactant), RACT (Reactant or reagent) (asym. prepn. of a phenylalanine deriv. and its corresponding aldehyde using enantioselective alkylation as a key step); 244126-22-5P; 686776-20-5P; 686776-22-7P; 686776-23-8P; 686776-24-9P; 686776-25-0P; 686776-27-2P; 686776-28-3P; 686776-29-4P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (asym. prepn. of a phenylalanine deriv. and its corresponding aldehyde using enantioselective alkylation as a key step); 686776-21-6P; 686776-26-1P Role: SPN (Synthetic preparation), PREP (Preparation) (asym. prepn. of a phenylalanine deriv. and its corresponding aldehyde using enantioselective alkylation as a key step); 87578-99-2 (Safracin B); 114899-77-3 (Ecteinascidin-743) Role: MSC (Miscellaneous) (asym. prepn. of a phenylalanine deriv. and its corresponding aldehyde, key components of ecteinascidin-743 and safracin-B); 686776-30-7P; 686776-31-8P Role: SPN (Synthetic preparation), PREP (Preparation) (stereochem. detn. of)
Laboratories:




 Record created 2010-11-25, last modified 2018-03-17


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