Development of an Asymmetric Hydrogenation Route to (S)-N-Boc-2,6-dimethyltyrosine
Development of an Asymmetric Hydrogenation Route to (S)-N-Boc-2,6-dimethyltyrosine
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DOI：
10.1021/op200065p
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发表时间：
2011-09-01
影响因子：
3.4
通讯作者：
Spencer, Sarah L.
中科院分区：
文献类型：
--
作者：
Praquin, Celine F. B.;de Koning, Pieter D.;Spencer, Sarah L.
提出了一种改进的、更简单的、可能更经济的合成(S)- n - boc -2,6-二甲基酪氨酸1的方法。关键的改进是直接用丝氨酸甲酯和4-碘-3,5-二甲基苯乙酸4在一锅工艺中制备脱氢氨基酸加氢底物6，并确定了一种活性更强的不对称加氢催化剂，使催化剂负载减少了5倍。
An improved, simpler and potentially more economical route to (S)-N-Boc-2,6-dimethyltyrosine 1, based on a previously published route, is presented. Key modifications were to prepare the dehydroaminoacid hydrogenation substrate 6 in a one-pot process directly from serine methyl ester and 4-iodo-3,5-dimethylphenyl acetate 4 and to identify a significantly more active asymmetric hydrogenation catalyst that allowed a 5-fold reduction in catalyst loading.