2-(4-((9S,10S,14S,18S)-7,16,19-triaza-9-{[(tert-butyl)oxycarbonyl]methyl}-18-(carbamoylmethyl)-14-(naphthylmethyl)-8,17,20-trioxospiro[5,14]icos-11-en-10-yl)phenyl)propane-1,3-dioic acid bis(1,1-dimethylethyl) ester

Base Information

Chemical Name:2-(4-((9S,10S,14S,18S)-7,16,19-triaza-9-{[(tert-butyl)oxycarbonyl]methyl}-18-(carbamoylmethyl)-14-(naphthylmethyl)-8,17,20-trioxospiro[5,14]icos-11-en-10-yl)phenyl)propane-1,3-dioic acid bis(1,1-dimethylethyl) ester
CAS No.:641638-43-9
Molecular Formula:C₅₃H₇₀N₄O₁₀
Molecular Weight:923.16
Hs Code.:

2-(4-((9S,10S,14S,18S)-7,16,19-triaza-9-{[(tert-butyl)oxycarbonyl]methyl}-18-(carbamoylmethyl)-14-(naphthylmethyl)-8,17,20-trioxospiro[5,14]icos-11-en-10-yl)phenyl)propane-1,3-dioic acid bis(1,1-dimethylethyl) ester

Synonyms:2-(4-((9S,10S,14S,18S)-7,16,19-triaza-9-{[(tert-butyl)oxycarbonyl]methyl}-18-(carbamoylmethyl)-14-(naphthylmethyl)-8,17,20-trioxospiro[5,14]icos-11-en-10-yl)phenyl)propane-1,3-dioic acid bis(1,1-dimethylethyl) ester

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Chemical Property of 2-(4-((9S,10S,14S,18S)-7,16,19-triaza-9-{[(tert-butyl)oxycarbonyl]methyl}-18-(carbamoylmethyl)-14-(naphthylmethyl)-8,17,20-trioxospiro[5,14]icos-11-en-10-yl)phenyl)propane-1,3-dioic acid bis(1,1-dimethylethyl) ester

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Technology Process of 2-(4-((9S,10S,14S,18S)-7,16,19-triaza-9-{[(tert-butyl)oxycarbonyl]methyl}-18-(carbamoylmethyl)-14-(naphthylmethyl)-8,17,20-trioxospiro[5,14]icos-11-en-10-yl)phenyl)propane-1,3-dioic acid bis(1,1-dimethylethyl) ester

There total 8 articles about 2-(4-((9S,10S,14S,18S)-7,16,19-triaza-9-{[(tert-butyl)oxycarbonyl]methyl}-18-(carbamoylmethyl)-14-(naphthylmethyl)-8,17,20-trioxospiro[5,14]icos-11-en-10-yl)phenyl)propane-1,3-dioic acid bis(1,1-dimethylethyl) 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:

: 641638-42-8
2-{4-[(S)-1-((S)-2-tert-Butoxycarbonyl-1-{1-[(S)-2-carbamoyl-1-((S)-2-naphthalen-1-ylmethyl-pent-4-enylcarbamoyl)-ethylcarbamoyl]-cyclohexylcarbamoyl}-ethyl)-allyl]-phenyl}-malonic acid di-tert-butyl ester

: 641638-43-9
2-(4-((9S,10S,14S,18S)-7,16,19-triaza-9-{[(tert-butyl)oxycarbonyl]methyl}-18-(carbamoylmethyl)-14-(naphthylmethyl)-8,17,20-trioxospiro[5,14]icos-11-en-10-yl)phenyl)propane-1,3-dioic acid bis(1,1-dimethylethyl) ester

Guidance literature:: With [((PCy₃)(Im(2,4,6-trimethylphenyl)2)Ru=CHPh)]; In dichloromethane; at 45 ℃; for 40h;
DOI:10.1021/jm030510e

Reference yield:

: 541-16-2
t-butyl malonate

: 641638-43-9
2-(4-((9S,10S,14S,18S)-7,16,19-triaza-9-{[(tert-butyl)oxycarbonyl]methyl}-18-(carbamoylmethyl)-14-(naphthylmethyl)-8,17,20-trioxospiro[5,14]icos-11-en-10-yl)phenyl)propane-1,3-dioic acid bis(1,1-dimethylethyl) ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride; hexamethylphosphoramide / dioxane / 1 h / 20 °C

1.2: 75 percent / CuBr / dioxane / 3 h / Heating

2.1: 87 percent / Et₃N; Pd(OAc)2; (o-tolyl)3P / 16 h / Heating

3.1: PhSCu / diethyl ether; tetrahydrofuran / 0.33 h / -40 °C

3.2: 58 percent / tetrahydrofuran; diethyl ether / 3 h / -40 °C

4.1: N-sodiohexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

4.2: 53 percent / tetrahydrofuran / 4 h / -78 °C

5.1: 73 percent / LiOH; aq. H₂O₂ / tetrahydrofuran / 2.5 h / 0 °C

6.1: 70 percent / 1-hydroxy-7-azabenzotriazole; 1-ethyl-3-(3'-dimethylamino)propyl)carbodiimide*HCl / dimethylformamide / 25.5 h / 20 - 50 °C

7.1: 57 percent Turnov_. / [((PCy₃)(Im(2,4,6-trimethylphenyl)2)Ru=CHPh)] / CH₂Cl₂ / 40 h / 45 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; palladium diacetate; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; [((PCy₃)(Im(2,4,6-trimethylphenyl)2)Ru=CHPh)]; dihydrogen peroxide; sodium hexamethyldisilazane; copper(I) thiophenolate; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tris-(o-tolyl)phosphine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm030510e

Reference yield:

: 589-87-7
1,4-bromoiodobenzene

: 641638-43-9
2-(4-((9S,10S,14S,18S)-7,16,19-triaza-9-{[(tert-butyl)oxycarbonyl]methyl}-18-(carbamoylmethyl)-14-(naphthylmethyl)-8,17,20-trioxospiro[5,14]icos-11-en-10-yl)phenyl)propane-1,3-dioic acid bis(1,1-dimethylethyl) ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride; hexamethylphosphoramide / dioxane / 1 h / 20 °C

1.2: 75 percent / CuBr / dioxane / 3 h / Heating

2.1: 87 percent / Et₃N; Pd(OAc)2; (o-tolyl)3P / 16 h / Heating

3.1: PhSCu / diethyl ether; tetrahydrofuran / 0.33 h / -40 °C

3.2: 58 percent / tetrahydrofuran; diethyl ether / 3 h / -40 °C

4.1: N-sodiohexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

4.2: 53 percent / tetrahydrofuran / 4 h / -78 °C

5.1: 73 percent / LiOH; aq. H₂O₂ / tetrahydrofuran / 2.5 h / 0 °C

6.1: 70 percent / 1-hydroxy-7-azabenzotriazole; 1-ethyl-3-(3'-dimethylamino)propyl)carbodiimide*HCl / dimethylformamide / 25.5 h / 20 - 50 °C

7.1: 57 percent Turnov_. / [((PCy₃)(Im(2,4,6-trimethylphenyl)2)Ru=CHPh)] / CH₂Cl₂ / 40 h / 45 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; palladium diacetate; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; [((PCy₃)(Im(2,4,6-trimethylphenyl)2)Ru=CHPh)]; dihydrogen peroxide; sodium hexamethyldisilazane; copper(I) thiophenolate; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tris-(o-tolyl)phosphine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm030510e