Practical synthesis of Schollkopf's bis-lactim ether chiral auxiliary: (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine

Practical methodology for the bis-O-methylation of (3S)-isopropyl-piperazine-2,5-dione 4 on a 45 g scale to generate Schollkopf's bis-lactim ether chiral auxiliary (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine 1 has been developed. Monomethylated intermediates 5 and 6 are reported for the...

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Main Authors: Bull, S, Davies, S, Moss, W
Format: Journal article
Language:English
Published: 1998
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author Bull, S
Davies, S
Moss, W
author_facet Bull, S
Davies, S
Moss, W
author_sort Bull, S
collection OXFORD
description Practical methodology for the bis-O-methylation of (3S)-isopropyl-piperazine-2,5-dione 4 on a 45 g scale to generate Schollkopf's bis-lactim ether chiral auxiliary (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine 1 has been developed. Monomethylated intermediates 5 and 6 are reported for the first time. The gelling effects of 4 in a range of common solvents are also described.
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spelling oxford-uuid:38a1c3a6-ba5f-4486-855d-c98a08b4aa122022-03-26T13:51:18ZPractical synthesis of Schollkopf's bis-lactim ether chiral auxiliary: (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazineJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:38a1c3a6-ba5f-4486-855d-c98a08b4aa12EnglishSymplectic Elements at Oxford1998Bull, SDavies, SMoss, WPractical methodology for the bis-O-methylation of (3S)-isopropyl-piperazine-2,5-dione 4 on a 45 g scale to generate Schollkopf's bis-lactim ether chiral auxiliary (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine 1 has been developed. Monomethylated intermediates 5 and 6 are reported for the first time. The gelling effects of 4 in a range of common solvents are also described.
spellingShingle Bull, S
Davies, S
Moss, W
Practical synthesis of Schollkopf's bis-lactim ether chiral auxiliary: (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine
title Practical synthesis of Schollkopf's bis-lactim ether chiral auxiliary: (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine
title_full Practical synthesis of Schollkopf's bis-lactim ether chiral auxiliary: (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine
title_fullStr Practical synthesis of Schollkopf's bis-lactim ether chiral auxiliary: (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine
title_full_unstemmed Practical synthesis of Schollkopf's bis-lactim ether chiral auxiliary: (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine
title_short Practical synthesis of Schollkopf's bis-lactim ether chiral auxiliary: (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine
title_sort practical synthesis of schollkopf s bis lactim ether chiral auxiliary 3s 3 6 dihydro 2 5 dimethoxy 3 isopropyl pyrazine
work_keys_str_mv AT bulls practicalsynthesisofschollkopfsbislactimetherchiralauxiliary3s36dihydro25dimethoxy3isopropylpyrazine
AT daviess practicalsynthesisofschollkopfsbislactimetherchiralauxiliary3s36dihydro25dimethoxy3isopropylpyrazine
AT mossw practicalsynthesisofschollkopfsbislactimetherchiralauxiliary3s36dihydro25dimethoxy3isopropylpyrazine