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

Base Information

Chemical Name:(2R,3S)-3-Cbz-amino-2-hydroxy-4-phenyl-1-(N-benzyl-2-diazo-3-oxo-butanamido)butane
CAS No.:1190630-78-4
Molecular Formula:C₂₉H₃₀N₄O₅
Molecular Weight:514.581
Hs Code.:

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

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

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

There total 7 articles about (2R,3S)-3-Cbz-amino-2-hydroxy-4-phenyl-1-(N-benzyl-2-diazo-3-oxo-butanamido)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: 78.0%

: 1190630-77-3
(2R,3S)-3-Cbz-amino-2-hydroxy-4-phenyl-1-(N-benzyl-3-oxo-butanamido)butane

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

Guidance literature:: With 4-toluenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 - 20 ℃; for 4h;

Reference yield:

: (3S)-3-azido-2-tetrahydropyranyloxy-4-phenylbutan-1-yl p-toluenesulfonate

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

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 56 h / 90 °C

2: hydrogen / palladium 10% on activated carbon / methanol / 12 h

3: sodium hydrogencarbonate / diethyl ether / 0 °C

4: ethanol; pyridinium p-toluenesulfonate / 5 h / 60 °C

5: ethanol

6: 4-toluenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 4 h / 0 - 20 °C

With 4-toluenesulfonyl azide; ethanol; hydrogen; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium 10% on activated carbon; In tetrahydrofuran; methanol; diethyl ether; ethanol; acetonitrile;

Reference yield:

: C₁₇H₁₉N₃O₄S

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

Guidance literature:: Multi-step reaction with 7 steps

1: pyridinium p-toluenesulfonate / dichloromethane / 24 h

2: tetrahydrofuran / 56 h / 90 °C

3: hydrogen / palladium 10% on activated carbon / methanol / 12 h

4: sodium hydrogencarbonate / diethyl ether / 0 °C

5: ethanol; pyridinium p-toluenesulfonate / 5 h / 60 °C

6: ethanol

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

With 4-toluenesulfonyl azide; ethanol; hydrogen; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium 10% on activated carbon; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; acetonitrile;