(2R,3S)-3-Cbz-amino-2-hydroxy-4-phenyl-1-(N-benzyl-2-diazo-ethanamido)butane

Base Information

Chemical Name:(2R,3S)-3-Cbz-amino-2-hydroxy-4-phenyl-1-(N-benzyl-2-diazo-ethanamido)butane
CAS No.:1190630-70-6
Molecular Formula:C₂₇H₂₈N₄O₄
Molecular Weight:472.544
Hs Code.:

Synonyms:(2R,3S)-3-Cbz-amino-2-hydroxy-4-phenyl-1-(N-benzyl-2-diazo-ethanamido)butane

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Chemical Property of (2R,3S)-3-Cbz-amino-2-hydroxy-4-phenyl-1-(N-benzyl-2-diazo-ethanamido)butane

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Technology Process of (2R,3S)-3-Cbz-amino-2-hydroxy-4-phenyl-1-(N-benzyl-2-diazo-ethanamido)butane

There total 15 articles about (2R,3S)-3-Cbz-amino-2-hydroxy-4-phenyl-1-(N-benzyl-2-diazo-ethanamido)butane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 1190630-78-4
(2R,3S)-3-Cbz-amino-2-hydroxy-4-phenyl-1-(N-benzyl-2-diazo-3-oxo-butanamido)butane

: 1190630-70-6
(2R,3S)-3-Cbz-amino-2-hydroxy-4-phenyl-1-(N-benzyl-2-diazo-ethanamido)butane

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; for 5h;

Reference yield: 68.0%

: C₃₂H₃₆N₄O₅

: 1190630-70-6
(2R,3S)-3-Cbz-amino-2-hydroxy-4-phenyl-1-(N-benzyl-2-diazo-ethanamido)butane

Guidance literature:: With pyridinium p-toluenesulfonate; In ethanol; at 40 ℃; for 5h;
DOI:10.1021/ml300197h

Reference yield:

: 1190630-74-0
[(2R,3S)-3-azido-4-phenyl-2-(tetrahydropyran-2-yloxy)butyl]benzylamine

: 1190630-70-6
(2R,3S)-3-Cbz-amino-2-hydroxy-4-phenyl-1-(N-benzyl-2-diazo-ethanamido)butane

Guidance literature:: Multi-step reaction with 6 steps

1: palladium on activated charcoal; hydrogen / methanol / 12 h

2: sodium hydrogencarbonate / diethyl ether; water / 5 h / 0 °C

3: ethanol / 1 h

4: 4-toluenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 4 h / 0 - 20 °C

5: lithium hydroxide / tetrahydrofuran; water / 5 h

6: pyridinium p-toluenesulfonate / ethanol / 5 h / 40 °C

With 4-toluenesulfonyl azide; palladium on activated charcoal; hydrogen; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; acetonitrile;
DOI:10.1021/ml300197h