phenylmethyl 3-(3S)-[3-[[imino[[(2,4,6-trimethylphenyl)sulfonyl]amino]methyl]amino]propyl]-(2R)-[(2-nitrophenyl)sulfonyl-2-aziridinyl]prop-2-enoate

Base Information

Chemical Name:phenylmethyl 3-(3S)-[3-[[imino[[(2,4,6-trimethylphenyl)sulfonyl]amino]methyl]amino]propyl]-(2R)-[(2-nitrophenyl)sulfonyl-2-aziridinyl]prop-2-enoate
CAS No.:842166-47-6
Molecular Formula:C₃₁H₃₅N₅O₈S₂
Molecular Weight:669.78
Hs Code.:

phenylmethyl 3-(3S)-[3-[[imino[[(2,4,6-trimethylphenyl)sulfonyl]amino]methyl]amino]propyl]-(2R)-[(2-nitrophenyl)sulfonyl-2-aziridinyl]prop-2-enoate

Synonyms:phenylmethyl 3-(3S)-[3-[[imino[[(2,4,6-trimethylphenyl)sulfonyl]amino]methyl]amino]propyl]-(2R)-[(2-nitrophenyl)sulfonyl-2-aziridinyl]prop-2-enoate

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Chemical Property of phenylmethyl 3-(3S)-[3-[[imino[[(2,4,6-trimethylphenyl)sulfonyl]amino]methyl]amino]propyl]-(2R)-[(2-nitrophenyl)sulfonyl-2-aziridinyl]prop-2-enoate

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Technology Process of phenylmethyl 3-(3S)-[3-[[imino[[(2,4,6-trimethylphenyl)sulfonyl]amino]methyl]amino]propyl]-(2R)-[(2-nitrophenyl)sulfonyl-2-aziridinyl]prop-2-enoate

There total 10 articles about phenylmethyl 3-(3S)-[3-[[imino[[(2,4,6-trimethylphenyl)sulfonyl]amino]methyl]amino]propyl]-(2R)-[(2-nitrophenyl)sulfonyl-2-aziridinyl]prop-2-enoate 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:

: 7396-44-3
benzyl diethylphosphonoacetate

: C₂₂H₂₇N₅O₇S₂

: 842166-47-6
phenylmethyl 3-(3S)-[3-[[imino[[(2,4,6-trimethylphenyl)sulfonyl]amino]methyl]amino]propyl]-(2R)-[(2-nitrophenyl)sulfonyl-2-aziridinyl]prop-2-enoate

Guidance literature:: benzyl diethylphosphonoacetate; With N-ethyl-N,N-diisopropylamine; lithium chloride; In acetonitrile; at 0 ℃; for 0.333333h;

C₂₂H₂₇N₅O₇S₂; In acetonitrile; at 0 ℃; for 8h;
DOI:10.1021/jm049429h

Reference yield:

: 68262-71-5,200122-85-6
Boc-Arg(MTS)-OH

: 842166-47-6
phenylmethyl 3-(3S)-[3-[[imino[[(2,4,6-trimethylphenyl)sulfonyl]amino]methyl]amino]propyl]-(2R)-[(2-nitrophenyl)sulfonyl-2-aziridinyl]prop-2-enoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 100 percent / potassium bicarbonate / dimethylformamide / 10 h / 20 °C

2.1: DIBAL-H / toluene; CH₂Cl₂ / 2 h / -78 °C

3.1: toluene; CH₂Cl₂; tetrahydrofuran / 6 h / -78 - 0 °C

4.1: aq. HCl; anisole / dioxane / 2 h / 20 °C

5.1: 3.2 g / Et₃N; pyridine / CHCl₃ / 12 h / 20 °C

6.1: 93 percent / PPh₃; diethyl azodicarboxylate / toluene; tetrahydrofuran / 0.5 h / 20 °C

7.1: O₃ / CH₂Cl₂ / -78 °C

7.2: Me₂S / CH₂Cl₂ / 0.5 h

8.1: DIPEA; LiCl / acetonitrile / 0.33 h / 0 °C

8.2: 1.0 g / acetonitrile / 8 h / 0 °C

With pyridine; hydrogenchloride; diisobutylaluminium hydride; potassium hydrogencarbonate; ozone; methoxybenzene; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene; acetonitrile; 6.1: Mitsunobu reaction;
DOI:10.1021/jm049429h

Reference yield:

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 842166-47-6
phenylmethyl 3-(3S)-[3-[[imino[[(2,4,6-trimethylphenyl)sulfonyl]amino]methyl]amino]propyl]-(2R)-[(2-nitrophenyl)sulfonyl-2-aziridinyl]prop-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 3.2 g / Et₃N; pyridine / CHCl₃ / 12 h / 20 °C

2.1: 93 percent / PPh₃; diethyl azodicarboxylate / toluene; tetrahydrofuran / 0.5 h / 20 °C

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: Me₂S / CH₂Cl₂ / 0.5 h

4.1: DIPEA; LiCl / acetonitrile / 0.33 h / 0 °C

4.2: 1.0 g / acetonitrile / 8 h / 0 °C

With pyridine; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; chloroform; toluene; acetonitrile; 2.1: Mitsunobu reaction;
DOI:10.1021/jm049429h