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
2004
Abstract
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)]
Details
Title
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
Author(s)
De Paolis, Michael ; Chen, Xiaochuan ; Zhu, Jieping
Published in
Synlett
Issue
4
Pages
729-731
Date
2004
ISSN
0936-5214
Keywords
Asymmetric synthesis and induction (asym. prepn. of a phenylalanine deriv. and its corresponding aldehyde using enantioselective alkylation as a key step); Alkylation (stereoselective; asym. prepn. of a phenylalanine deriv. and its corresponding aldehyde using enantioselective alkylation as a key step); ecteinascidin component phenylalanine deriv prepn enantioselective alkylation
Note
CAN 140:391464
34-2
Amino Acids, Peptides, and Proteins
Institut de Chimie des Substances Naturelles, CNRS,Gif-sur-Yvette,Fr.
Journal
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)
34-2
Amino Acids, Peptides, and Proteins
Institut de Chimie des Substances Naturelles, CNRS,Gif-sur-Yvette,Fr.
Journal
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
LSPN
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > ISIC - Institute of Chemical Sciences and Engineering > LSPN - Laboratory of synthesis and natural products
Peer-reviewed publications
Work outside EPFL
Journal Articles
Published
Peer-reviewed publications
Work outside EPFL
Journal Articles
Published
Record creation date
2010-11-25