tert-butyl 2-[(9S,10S,18S,14R)-7,16,19-triaza-10-(4-{[bis(tert-butoxy)carbonyl]methyl}phenyl)-18-carbamoylmethyl-14[(5-methylindol-1-yl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl]acetate

Base Information

Chemical Name:tert-butyl 2-[(9S,10S,18S,14R)-7,16,19-triaza-10-(4-{[bis(tert-butoxy)carbonyl]methyl}phenyl)-18-carbamoylmethyl-14[(5-methylindol-1-yl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl]acetate
CAS No.:666259-69-4
Molecular Formula:C₅₀H₇₂N₅O₉P
Molecular Weight:918.124
Hs Code.:

tert-butyl 2-[(9S,10S,18S,14R)-7,16,19-triaza-10-(4-{[bis(tert-butoxy)carbonyl]methyl}phenyl)-18-carbamoylmethyl-14[(5-methylindol-1-yl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl]acetate

Synonyms:tert-butyl 2-[(9S,10S,18S,14R)-7,16,19-triaza-10-(4-{[bis(tert-butoxy)carbonyl]methyl}phenyl)-18-carbamoylmethyl-14[(5-methylindol-1-yl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl]acetate

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Chemical Property of tert-butyl 2-[(9S,10S,18S,14R)-7,16,19-triaza-10-(4-{[bis(tert-butoxy)carbonyl]methyl}phenyl)-18-carbamoylmethyl-14[(5-methylindol-1-yl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl]acetate

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Technology Process of tert-butyl 2-[(9S,10S,18S,14R)-7,16,19-triaza-10-(4-{[bis(tert-butoxy)carbonyl]methyl}phenyl)-18-carbamoylmethyl-14[(5-methylindol-1-yl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl]acetate

There total 11 articles about tert-butyl 2-[(9S,10S,18S,14R)-7,16,19-triaza-10-(4-{[bis(tert-butoxy)carbonyl]methyl}phenyl)-18-carbamoylmethyl-14[(5-methylindol-1-yl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl]acetate 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: 70.0%

: 666259-68-3
tert-butyl 3-[N-({N-[1-(N-{(2R)-2-[(5-methylindol-1-yl)methyl]pent-4-enyl}carbamoyl)(1S)-2-carbamoylethyl]carbamoyl}cyclohexyl)carbamoyl](3S,4S)-4-(4-{[bis(tert-butoxy)carbonyl]methyl}phenyl)hept-6-enoate

: 666259-69-4
tert-butyl 2-[(9S,10S,18S,14R)-7,16,19-triaza-10-(4-{[bis(tert-butoxy)carbonyl]methyl}phenyl)-18-carbamoylmethyl-14[(5-methylindol-1-yl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl]acetate

Guidance literature:: With (PCy₃)(Im(Mes)2)Ru=CHPh; In dichloromethane; at 45 ℃; for 48h;
DOI:10.1021/jm030440b

Reference yield:

: 666259-64-9
2-{(2S)-2-[(5-methylindol-1-yl)methyl]pent-4-enyl}-2-hydrocyclopenta[1,2-a]benzene-1,3-dione

: 666259-69-4
tert-butyl 2-[(9S,10S,18S,14R)-7,16,19-triaza-10-(4-{[bis(tert-butoxy)carbonyl]methyl}phenyl)-18-carbamoylmethyl-14[(5-methylindol-1-yl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl]acetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 84 percent / NH₂NH₂ / ethanol; H₂O / 3 h / Heating

2.1: 1-hydroxybenzotriazole; diisopropylcarbodiimide / dimethylformamide / 0.17 h / 20 °C

2.2: dimethylformamide / 12 h / 20 °C

3.1: 491 mg / aq. HCl / acetonitrile / 12 h / 20 °C

4.1: 83 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 12 h / 20 °C

5.1: 86 percent / piperidine / acetonitrile / 1.5 h / 20 °C

6.1: 56 percent / 1-hydroxy-7-azabenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 25.5 h / 20 - 50 °C

7.1: 70 percent / (PCy₃)(Im(Mes)2)Ru=CHPh / CH₂Cl₂ / 48 h / 45 °C

With piperidine; hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; (PCy₃)(Im(Mes)2)Ru=CHPh; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; hydrazine; diisopropyl-carbodiimide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm030440b

Reference yield:

: 666259-63-8
(2S)-2-[(5-methylindol-1-yl)methyl]pent-4-en-1-ol

: 666259-69-4
tert-butyl 2-[(9S,10S,18S,14R)-7,16,19-triaza-10-(4-{[bis(tert-butoxy)carbonyl]methyl}phenyl)-18-carbamoylmethyl-14[(5-methylindol-1-yl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl]acetate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 88 percent / diisopropyl azodicarboxylate; PPh₃ / tetrahydrofuran / 12 h / 20 °C

2.1: 84 percent / NH₂NH₂ / ethanol; H₂O / 3 h / Heating

3.1: 1-hydroxybenzotriazole; diisopropylcarbodiimide / dimethylformamide / 0.17 h / 20 °C

3.2: dimethylformamide / 12 h / 20 °C

4.1: 491 mg / aq. HCl / acetonitrile / 12 h / 20 °C

5.1: 83 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 12 h / 20 °C

6.1: 86 percent / piperidine / acetonitrile / 1.5 h / 20 °C

7.1: 56 percent / 1-hydroxy-7-azabenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 25.5 h / 20 - 50 °C

8.1: 70 percent / (PCy₃)(Im(Mes)2)Ru=CHPh / CH₂Cl₂ / 48 h / 45 °C

With piperidine; hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; (PCy₃)(Im(Mes)2)Ru=CHPh; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; hydrazine; diisopropyl-carbodiimide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Mitsunobu reaction;
DOI:10.1021/jm030440b