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ChemicalBook CAS DataBase List L-Glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-methyl-, 5-(1,1-dimethylethyl) ester, (3R)-
1429504-34-6

L-Glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-methyl-, 5-(1,1-dimethylethyl) ester, (3R)- synthesis

3synthesis methods
1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-3-methyl-5-oxo-, 1,1-dimethylethyl ester, (2S,3R)-

158135-16-1
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L-Glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-methyl-, 5-(1,1-dimethylethyl) ester, (3R)-

1429504-34-6
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-

Yield:-

Steps:

Multi-step reaction with 6 steps
1: lithium hydroxide; water / tetrahydrofuran / 18 h
2: trifluoroacetic acid / dichloromethane / 1.25 h / 0 - 20 °C
3: sodium carbonate / 1,4-dioxane; water / 24 h / 0 - 20 °C
4: boron trifluoride diethyl etherate / dichloromethane / 4 h
5: pyridine hydrogenfluoride; pyridine / tetrahydrofuran / 18 h / 0 - 20 °C
6: Jones reagent / acetone / 4.5 h / 0 - 20 °C

References:

Lohani, Chuda Raj;Taylor, Robert;Palmer, Michael;Taylor, Scott D. [Organic Letters,2015,vol. 17,# 3,p. 748 - 751]

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