(2S,3S/R)-2-[4-(2-Chlorophenylmethoxycarbonylamino)butyl]-N-(2,4,6-trimethylphenylsulfonyl)-3-vinylaziridine

Base Information

Chemical Name:(2S,3S/R)-2-[4-(2-Chlorophenylmethoxycarbonylamino)butyl]-N-(2,4,6-trimethylphenylsulfonyl)-3-vinylaziridine
CAS No.:256650-49-4
Molecular Formula:C₂₅H₃₁ClN₂O₄S
Molecular Weight:491.051
Hs Code.:

Synonyms:(2S,3S/R)-2-[4-(2-Chlorophenylmethoxycarbonylamino)butyl]-N-(2,4,6-trimethylphenylsulfonyl)-3-vinylaziridine

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Chemical Property of (2S,3S/R)-2-[4-(2-Chlorophenylmethoxycarbonylamino)butyl]-N-(2,4,6-trimethylphenylsulfonyl)-3-vinylaziridine

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Technology Process of (2S,3S/R)-2-[4-(2-Chlorophenylmethoxycarbonylamino)butyl]-N-(2,4,6-trimethylphenylsulfonyl)-3-vinylaziridine

There total 6 articles about (2S,3S/R)-2-[4-(2-Chlorophenylmethoxycarbonylamino)butyl]-N-(2,4,6-trimethylphenylsulfonyl)-3-vinylaziridine 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: 87.0%

: 256650-48-3
(3S/R,4S)-8-(2-Chlorophenylmethoxycarbonylamino)-4-(2,4,6-trimethylphenylsulfonylamino)oct-1-en-3-ol

: 256650-49-4
(2S,3S/R)-2-[4-(2-Chlorophenylmethoxycarbonylamino)butyl]-N-(2,4,6-trimethylphenylsulfonyl)-3-vinylaziridine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 0 ℃;
DOI:10.1039/a904671b

Reference yield:

: 773-64-8
2-mesitylenesulphonyl chloride

: 256650-49-4
(2S,3S/R)-2-[4-(2-Chlorophenylmethoxycarbonylamino)butyl]-N-(2,4,6-trimethylphenylsulfonyl)-3-vinylaziridine

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / H₂O / 15 h / 0 °C

2: HOBt; WSCD / dimethylformamide / 15 h / 20 °C

3: DIBAL / tetrahydrofuran / 1.5 h / -78 °C

4: ZnCl₂; LiCl / diethyl ether; tetrahydrofuran / 4 h / 0 °C

5: 87 percent / Ph₃P; DEAD / toluene; tetrahydrofuran / 0 °C

With diisobutylaluminium hydride; benzotriazol-1-ol; triethylamine; triphenylphosphine; lithium chloride; zinc(II) chloride; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; toluene; 1: Substitution / 2: Acylation / 3: Reduction / 4: Grignard reaction / 5: Cyclization;
DOI:10.1039/a904671b

Reference yield:

: 42390-97-6,201014-19-9
N^ε-(2-Chlorophenylmethoxycarbonyl)-(S)-lysine

: 256650-49-4
(2S,3S/R)-2-[4-(2-Chlorophenylmethoxycarbonylamino)butyl]-N-(2,4,6-trimethylphenylsulfonyl)-3-vinylaziridine

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / H₂O / 15 h / 0 °C

2: HOBt; WSCD / dimethylformamide / 15 h / 20 °C

3: DIBAL / tetrahydrofuran / 1.5 h / -78 °C

4: ZnCl₂; LiCl / diethyl ether; tetrahydrofuran / 4 h / 0 °C

5: 87 percent / Ph₃P; DEAD / toluene; tetrahydrofuran / 0 °C

With diisobutylaluminium hydride; benzotriazol-1-ol; triethylamine; triphenylphosphine; lithium chloride; zinc(II) chloride; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; toluene; 1: Substitution / 2: Acylation / 3: Reduction / 4: Grignard reaction / 5: Cyclization;
DOI:10.1039/a904671b