trans-2-{4-[(R)-2-tert-butoxycarbonylamino-3-(3,4-dichlorophenyl)propionyl]piperazin-1-yl}cyclohexanecarboxylic acid ethyl eter

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Chemical Name:trans-2-{4-[(R)-2-tert-butoxycarbonylamino-3-(3,4-dichlorophenyl)propionyl]piperazin-1-yl}cyclohexanecarboxylic acid ethyl eter
CAS No.:866944-99-2
Molecular Formula:C₂₇H₃₉Cl₂N₃O₅
Molecular Weight:556.53
Hs Code.:

Synonyms:trans-2-{4-[(R)-2-tert-butoxycarbonylamino-3-(3,4-dichlorophenyl)propionyl]piperazin-1-yl}cyclohexanecarboxylic acid ethyl eter

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Chemical Property of trans-2-{4-[(R)-2-tert-butoxycarbonylamino-3-(3,4-dichlorophenyl)propionyl]piperazin-1-yl}cyclohexanecarboxylic acid ethyl eter

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Technology Process of trans-2-{4-[(R)-2-tert-butoxycarbonylamino-3-(3,4-dichlorophenyl)propionyl]piperazin-1-yl}cyclohexanecarboxylic acid ethyl eter

There total 4 articles about trans-2-{4-[(R)-2-tert-butoxycarbonylamino-3-(3,4-dichlorophenyl)propionyl]piperazin-1-yl}cyclohexanecarboxylic acid ethyl eter 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:

: (1S,2S)-2-Piperazin-1-yl-cyclohexanecarboxylic acid ethyl ester

: 114873-04-0,114873-12-0,1407970-85-7
(R)-2-(tert-butoxycarbonylamino)-3-(2,4-dichlorophenyl)propionic acid

: 866944-99-2
trans-2-{4-[(R)-2-tert-butoxycarbonylamino-3-(3,4-dichlorophenyl)propionyl]piperazin-1-yl}cyclohexanecarboxylic acid ethyl eter

Guidance literature:: (R)-2-(tert-butoxycarbonylamino)-3-(2,4-dichlorophenyl)propionic acid; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

(1S,2S)-2-Piperazin-1-yl-cyclohexanecarboxylic acid ethyl ester; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
DOI:10.1016/j.bmcl.2005.06.071

Reference yield:

: trans-4-(2-ethoxycarbonylcyclohexyl)piperazine-1-carboxylic acid tert-butyl ester

: 866944-99-2
trans-2-{4-[(R)-2-tert-butoxycarbonylamino-3-(3,4-dichlorophenyl)propionyl]piperazin-1-yl}cyclohexanecarboxylic acid ethyl eter

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

2.1: HBTU; diisopropylethylamine / dimethylformamide / 1 h / 20 °C

2.2: 2.8 g / dimethylformamide / 5 h / 20 °C

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.06.071

Reference yield:

: cis-2-(4-tert-butoxycarbonylpiperazin-1-yl)cyclohexanecarboxylic acid ethyl ester

: 866944-99-2
trans-2-{4-[(R)-2-tert-butoxycarbonylamino-3-(3,4-dichlorophenyl)propionyl]piperazin-1-yl}cyclohexanecarboxylic acid ethyl eter

Guidance literature:: Multi-step reaction with 3 steps

1.1: 47 percent / NaOEt / ethanol / 3 h / Heating

2.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

3.1: HBTU; diisopropylethylamine / dimethylformamide / 1 h / 20 °C

3.2: 2.8 g / dimethylformamide / 5 h / 20 °C

With sodium ethanolate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.06.071