tert-butyl 2-{(9S,10S,18S,14R)-7,16,19-triaza-10-(4-[(tert-butyl)oxycarbonylamino]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-butyl)oxycarbonylamino]phenyl)-18-(carbamoylmethyl)-14-[(5-methylindolyl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl}acetate
CAS No.:852714-71-7
Molecular Formula:C₄₇H₆₂N₆O₉
Molecular Weight:855.044
Hs Code.:

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

There total 19 articles about tert-butyl 2-{(9S,10S,18S,14R)-7,16,19-triaza-10-(4-[(tert-butyl)oxycarbonylamino]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:

: [(E)-(9S,10S,14R,18S)-10-(4-Amino-phenyl)-18-carbamoylmethyl-14-(5-methyl-indol-1-ylmethyl)-8,17,20-trioxo-7,16,19-triaza-spiro[5.14]icos-11-en-9-yl]-acetic acid tert-butyl ester

: 39061-59-1
t-butoxalyl chloride

: 852714-71-7
tert-butyl 2-{(9S,10S,18S,14R)-7,16,19-triaza-10-(4-[(tert-butyl)oxycarbonylamino]phenyl)-18-(carbamoylmethyl)-14-[(5-methylindolyl)methyl]-8,17,20-trioxospiro[5.14]icos-11-en-9-yl}acetate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/jm050059m

Reference yield:

: 852714-67-1
tert-butyl 3-[((4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)carbonyl]-(3S,4S)-4-[4-nitrophenyl]hex-5-enoate

: 852714-71-7
tert-butyl 2-{(9S,10S,18S,14R)-7,16,19-triaza-10-(4-[(tert-butyl)oxycarbonylamino]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: 95 percent / aq. H₂O₂; LiOH / tetrahydrofuran / 5 h / 20 °C

2: 408 mg / HOAt; EDCI*HCl / dimethylformamide / 72 h / 20 - 50 °C

3: 100 percent / [((PCy₃)(Im(Mes)2)Ru=CHPh)]Cl₂ / CH₂Cl₂ / 24 h / 65 °C

4: Al-Hg amalgam; H₂O / diethyl ether / 1.5 h / 65 - 70 °C

5: 26 mg / i-Pr₂NEt / CH₂Cl₂ / 3 h / 20 °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; aluminium amalgam; water; dihydrogen peroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm050059m

Reference yield:

: 852714-66-0
3-[(3R)-3-(4-nitrophenyl)pent-4-enoyl]-(4S)-4-phenyl-1,3-oxazolidin-2-one

: 852714-71-7
tert-butyl 2-{(9S,10S,18S,14R)-7,16,19-triaza-10-(4-[(tert-butyl)oxycarbonylamino]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 6 steps

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

1.2: 56 percent / tetrahydrofuran / 1.5 h / -78 - 20 °C

2.1: 95 percent / aq. H₂O₂; LiOH / tetrahydrofuran / 5 h / 20 °C

3.1: 408 mg / HOAt; EDCI*HCl / dimethylformamide / 72 h / 20 - 50 °C

4.1: 100 percent / [((PCy₃)(Im(Mes)2)Ru=CHPh)]Cl₂ / CH₂Cl₂ / 24 h / 65 °C

5.1: Al-Hg amalgam; H₂O / diethyl ether / 1.5 h / 65 - 70 °C

6.1: 26 mg / i-Pr₂NEt / CH₂Cl₂ / 3 h / 20 °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; aluminium amalgam; water; dihydrogen peroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm050059m