benzyl (2S)-2-(N-4-nitrobenzyloxycarbonylamino)-4-{[(2R,S)-2-(benzyloxycarbonyl)butyl]-(R,S)-N-(o-xylylenephosphoryl)-sulfonimidoyl}butanoate

Base Information

Chemical Name:benzyl (2S)-2-(N-4-nitrobenzyloxycarbonylamino)-4-{[(2R,S)-2-(benzyloxycarbonyl)butyl]-(R,S)-N-(o-xylylenephosphoryl)-sulfonimidoyl}butanoate
CAS No.:219506-81-7
Molecular Formula:C₃₉H₄₂N₃O₁₂PS
Molecular Weight:807.815
Hs Code.:

benzyl (2S)-2-(N-4-nitrobenzyloxycarbonylamino)-4-{[(2R,S)-2-(benzyloxycarbonyl)butyl]-(R,S)-N-(o-xylylenephosphoryl)-sulfonimidoyl}butanoate

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Chemical Property of benzyl (2S)-2-(N-4-nitrobenzyloxycarbonylamino)-4-{[(2R,S)-2-(benzyloxycarbonyl)butyl]-(R,S)-N-(o-xylylenephosphoryl)-sulfonimidoyl}butanoate

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Technology Process of benzyl (2S)-2-(N-4-nitrobenzyloxycarbonylamino)-4-{[(2R,S)-2-(benzyloxycarbonyl)butyl]-(R,S)-N-(o-xylylenephosphoryl)-sulfonimidoyl}butanoate

There total 5 articles about benzyl (2S)-2-(N-4-nitrobenzyloxycarbonylamino)-4-{[(2R,S)-2-(benzyloxycarbonyl)butyl]-(R,S)-N-(o-xylylenephosphoryl)-sulfonimidoyl}butanoate 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:

: 219506-75-9
2-benzyloxycarbonyl-1-butene

: 219506-81-7
benzyl (2S)-2-(N-4-nitrobenzyloxycarbonylamino)-4-{[(2R,S)-2-(benzyloxycarbonyl)butyl]-(R,S)-N-(o-xylylenephosphoryl)-sulfonimidoyl}butanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / Cs₂CO₃ / propan-2-ol / 1.5 h / Ambient temperature

2: 85 percent / NaIO₄ / tetrahydrofuran; H₂O / 24 h / 25 °C

3: 68 percent / O-mesitylenesulfonylhydroxylamine / acetonitrile / Ambient temperature

4: 1.) 1H-tetrazole, 2.) t-BuOOH / 1.) CH₂Cl₂, rt, 3 h, 2.) CH₂Cl₂, H₂O, rt, 20 min

With 1H-tetrazole; tert.-butylhydroperoxide; sodium periodate; mesitylenesulfonylhydroxylamine; caesium carbonate; In tetrahydrofuran; water; isopropyl alcohol; acetonitrile;
DOI:10.1016/S0968-0896(98)00142-4

Reference yield:

: 219506-73-7
(N-4-nitrobenzyloxycarbonyl)-L-homocysteine benzyl ester

: 219506-81-7
benzyl (2S)-2-(N-4-nitrobenzyloxycarbonylamino)-4-{[(2R,S)-2-(benzyloxycarbonyl)butyl]-(R,S)-N-(o-xylylenephosphoryl)-sulfonimidoyl}butanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / Cs₂CO₃ / propan-2-ol / 1.5 h / Ambient temperature

2: 85 percent / NaIO₄ / tetrahydrofuran; H₂O / 24 h / 25 °C

3: 68 percent / O-mesitylenesulfonylhydroxylamine / acetonitrile / Ambient temperature

4: 1.) 1H-tetrazole, 2.) t-BuOOH / 1.) CH₂Cl₂, rt, 3 h, 2.) CH₂Cl₂, H₂O, rt, 20 min

With 1H-tetrazole; tert.-butylhydroperoxide; sodium periodate; mesitylenesulfonylhydroxylamine; caesium carbonate; In tetrahydrofuran; water; isopropyl alcohol; acetonitrile;
DOI:10.1016/S0968-0896(98)00142-4

Reference yield:

: 219506-77-1
(S)-4-(2-Benzyloxycarbonyl-butylsulfanyl)-2-(4-nitro-benzyloxycarbonylamino)-butyric acid benzyl ester

: 219506-81-7
benzyl (2S)-2-(N-4-nitrobenzyloxycarbonylamino)-4-{[(2R,S)-2-(benzyloxycarbonyl)butyl]-(R,S)-N-(o-xylylenephosphoryl)-sulfonimidoyl}butanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / NaIO₄ / tetrahydrofuran; H₂O / 24 h / 25 °C

2: 68 percent / O-mesitylenesulfonylhydroxylamine / acetonitrile / Ambient temperature

3: 1.) 1H-tetrazole, 2.) t-BuOOH / 1.) CH₂Cl₂, rt, 3 h, 2.) CH₂Cl₂, H₂O, rt, 20 min

With 1H-tetrazole; tert.-butylhydroperoxide; sodium periodate; mesitylenesulfonylhydroxylamine; In tetrahydrofuran; water; acetonitrile;
DOI:10.1016/S0968-0896(98)00142-4