(2S,3aR,8aR)-3a-(1,1-Dimethyl-allyl)-2-{(S)-1-methoxycarbonyl-2-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,8-dicarboxylic acid di-tert-butyl ester

Base Information

Chemical Name:(2S,3aR,8aR)-3a-(1,1-Dimethyl-allyl)-2-{(S)-1-methoxycarbonyl-2-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,8-dicarboxylic acid di-tert-butyl ester
CAS No.:217796-96-8
Molecular Formula:C₄₀H₅₀N₆O₉
Molecular Weight:758.872
Hs Code.:

(2S,3aR,8aR)-3a-(1,1-Dimethyl-allyl)-2-{(S)-1-methoxycarbonyl-2-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,8-dicarboxylic acid di-tert-butyl ester

Synonyms:(2S,3aR,8aR)-3a-(1,1-Dimethyl-allyl)-2-{(S)-1-methoxycarbonyl-2-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,8-dicarboxylic acid di-tert-butyl ester

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Chemical Property of (2S,3aR,8aR)-3a-(1,1-Dimethyl-allyl)-2-{(S)-1-methoxycarbonyl-2-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,8-dicarboxylic acid di-tert-butyl ester

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Technology Process of (2S,3aR,8aR)-3a-(1,1-Dimethyl-allyl)-2-{(S)-1-methoxycarbonyl-2-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,8-dicarboxylic acid di-tert-butyl ester

There total 4 articles about (2S,3aR,8aR)-3a-(1,1-Dimethyl-allyl)-2-{(S)-1-methoxycarbonyl-2-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,8-dicarboxylic acid di-tert-butyl ester 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: 77.0%

: 159333-19-4
(2S,3aR,8aR)-3a-(1,1-Dimethyl-allyl)-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-di-tert-butyl ester

: 217796-94-6
(S)-2-Amino-3-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-propionic acid methyl ester

: 217796-96-8
(2S,3aR,8aR)-3a-(1,1-Dimethyl-allyl)-2-{(S)-1-methoxycarbonyl-2-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,8-dicarboxylic acid di-tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/S0040-4039(98)01957-1

Reference yield:

: 3958-60-9
2-nitrophenylmethyl bromide

: 217796-96-8
(2S,3aR,8aR)-3a-(1,1-Dimethyl-allyl)-2-{(S)-1-methoxycarbonyl-2-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,8-dicarboxylic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / benzene / Heating

2: TFA / CH₂Cl₂

3: 77 percent / DCC, HOBt, DIEA / CH₂Cl₂

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; benzene;
DOI:10.1016/S0040-4039(98)01957-1

Reference yield:

: (S)-2-tert-Butoxycarbonylamino-3-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-propionic acid methyl ester

: 217796-96-8
(2S,3aR,8aR)-3a-(1,1-Dimethyl-allyl)-2-{(S)-1-methoxycarbonyl-2-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,8-dicarboxylic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂

2: 77 percent / DCC, HOBt, DIEA / CH₂Cl₂

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0040-4039(98)01957-1