tert-butyl 2-{(9S,10S,18S,14R)-7,16,19-triaza-10-[4-(tert-butoxy)phenyl]-18-(carbamoylmethyl)-14-[(5-methylindolyl)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-(tert-butoxy)phenyl]-18-(carbamoylmethyl)-14-[(5-methylindolyl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl}acetate
CAS No.:857083-15-9
Molecular Formula:C₄₅H₆₁N₅O₇
Molecular Weight:784.009
Hs Code.:

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

There total 7 articles about tert-butyl 2-{(9S,10S,18S,14R)-7,16,19-triaza-10-[4-(tert-butoxy)phenyl]-18-(carbamoylmethyl)-14-[(5-methylindolyl)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: 83.0%

: 857083-14-8
tert-butyl 3-[N-({N-1-(N-{(2R)-2-[(5-methylindolyl)methyl]pent-4-enyl}-(1S)-2-carbamoylethyl)carbamoyl}cyclohexyl)carbamoyl]-(3S,4S)-4-[4-(tert-butoxy)phenyl]hex-5-enoate

: 857083-15-9
tert-butyl 2-{(9S,10S,18S,14R)-7,16,19-triaza-10-[4-(tert-butoxy)phenyl]-18-(carbamoylmethyl)-14-[(5-methylindolyl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl}acetate

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 65 ℃; for 24h;
DOI:10.1021/jm050059m

Reference yield:

: 857083-12-6
(2S,3S)-2-{[(tert-butyl)oxycarbonyl]methyl}-3-[4-(tert-butoxy)phenyl]pent-4-enoic acid

: 857083-15-9
tert-butyl 2-{(9S,10S,18S,14R)-7,16,19-triaza-10-[4-(tert-butoxy)phenyl]-18-(carbamoylmethyl)-14-[(5-methylindolyl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl}acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 21 percent / HOAt; EDCI*HCl / dimethylformamide / 72 h / 20 - 50 °C

2: 83 percent / [((PCy₃)(Im(Mes)2)Ru=CHPh)]Cl₂ / CH₂Cl₂ / 24 h / 65 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm050059m

Reference yield:

: 857083-09-1
(4S)-3-{(2E)-3-[(tert-butoxy)phenyl]prop-2-enoyl}-4-phenyl-1,3-oxazolidin-2-one

: 857083-15-9
tert-butyl 2-{(9S,10S,18S,14R)-7,16,19-triaza-10-[4-(tert-butoxy)phenyl]-18-(carbamoylmethyl)-14-[(5-methylindolyl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl}acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: PhSCu / diethyl ether; tetrahydrofuran / -40 °C

1.2: 41 percent / diethyl ether; tetrahydrofuran / 1.1 h / -40 °C

2.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: 288 mg / tetrahydrofuran / 1.5 h / -78 - 20 °C

3.1: 88 percent / aq. H₂O₂; LiOH / tetrahydrofuran / 5 h / 20 °C

4.1: 21 percent / HOAt; EDCI*HCl / dimethylformamide / 72 h / 20 - 50 °C

5.1: 83 percent / [((PCy₃)(Im(Mes)2)Ru=CHPh)]Cl₂ / CH₂Cl₂ / 24 h / 65 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; dihydrogen peroxide; copper(I) thiophenolate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm050059m