(9S,10S,11E,14S,18S)-18-(2-amino-2-oxoethyl)-10-[[4-[bis(1,1-dimethylethoxy)phosphoryl]methyl]phenyl]-14-(1-(5-hydroxy)naphthalenylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]eicos-11-en-9-acetic acid 1,1-dimethylethyl ester

Base Information

Chemical Name:(9S,10S,11E,14S,18S)-18-(2-amino-2-oxoethyl)-10-[[4-[bis(1,1-dimethylethoxy)phosphoryl]methyl]phenyl]-14-(1-(5-hydroxy)naphthalenylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]eicos-11-en-9-acetic acid 1,1-dimethylethyl ester
CAS No.:861640-70-2
Molecular Formula:C₅₁H₇₁N₄O₁₀P
Molecular Weight:931.119
Hs Code.:

(9S,10S,11E,14S,18S)-18-(2-amino-2-oxoethyl)-10-[[4-[bis(1,1-dimethylethoxy)phosphoryl]methyl]phenyl]-14-(1-(5-hydroxy)naphthalenylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]eicos-11-en-9-acetic acid 1,1-dimethylethyl ester

Synonyms:(9S,10S,11E,14S,18S)-18-(2-amino-2-oxoethyl)-10-[[4-[bis(1,1-dimethylethoxy)phosphoryl]methyl]phenyl]-14-(1-(5-hydroxy)naphthalenylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]eicos-11-en-9-acetic acid 1,1-dimethylethyl ester

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Chemical Property of (9S,10S,11E,14S,18S)-18-(2-amino-2-oxoethyl)-10-[[4-[bis(1,1-dimethylethoxy)phosphoryl]methyl]phenyl]-14-(1-(5-hydroxy)naphthalenylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]eicos-11-en-9-acetic acid 1,1-dimethylethyl ester

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Technology Process of (9S,10S,11E,14S,18S)-18-(2-amino-2-oxoethyl)-10-[[4-[bis(1,1-dimethylethoxy)phosphoryl]methyl]phenyl]-14-(1-(5-hydroxy)naphthalenylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]eicos-11-en-9-acetic acid 1,1-dimethylethyl ester

There total 14 articles about (9S,10S,11E,14S,18S)-18-(2-amino-2-oxoethyl)-10-[[4-[bis(1,1-dimethylethoxy)phosphoryl]methyl]phenyl]-14-(1-(5-hydroxy)naphthalenylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]eicos-11-en-9-acetic acid 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: 66.0%

: 861640-69-9
(βS,γS)-β-[[1-[[(1S)-3-amino-1-[[(2S)-2-(5-hydroxy-1-naphthalenylmethyl)-4-pentenyl]aminocarbonyl]-3-oxopropyl]aminocarbonyl]cyclohexyl]aminocarbonyl]-4-[4-[bis(tert-butoxy)phosphoryl]methyl]-γ-ethenylbenzenebutanoic acid 1,1-dimethylethyl ester

: 861640-70-2
(9S,10S,11E,14S,18S)-18-(2-amino-2-oxoethyl)-10-[[4-[bis(1,1-dimethylethoxy)phosphoryl]methyl]phenyl]-14-(1-(5-hydroxy)naphthalenylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]eicos-11-en-9-acetic acid 1,1-dimethylethyl ester

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 48h; Heating;
DOI:10.1016/j.bmc.2005.04.028

Reference yield:

: 861640-60-0
(4S)-3-[3-(5-hydroxy-1-naphthalenyl)-1-oxo-2-propen-1-yl]-4-phenyl-2-oxazolidinone

: 861640-70-2
(9S,10S,11E,14S,18S)-18-(2-amino-2-oxoethyl)-10-[[4-[bis(1,1-dimethylethoxy)phosphoryl]methyl]phenyl]-14-(1-(5-hydroxy)naphthalenylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]eicos-11-en-9-acetic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: 49 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 24 h / 20 °C

2.1: 98 percent / H₂ / Pd/C / ethyl acetate / 24 h / 20 °C

3.1: lithium hexamethyldisilylamide / tetrahydrofuran / 1 h / -78 °C

3.2: tetrahydrofuran / -78 °C

4.1: 86 percent / LiAlH₄ / tetrahydrofuran / -78 °C

5.1: 69 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 15 h / 20 °C

6.1: 87 percent / hydrazine / ethanol; H₂O / 3 h / Heating

7.1: 97 percent / diisopropylcarbodidiimide; 1-hydroxybenzotriazole / dimethylformamide / 12 h / 20 °C

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

9.1: 92 percent / diisopropylcarbodiimide; 1-hydroxybenzotriazole / dimethylformamide / 12 h / 20 °C

10.1: 90 percent / piperidine / acetonitrile / 2 h / 20 °C

11.1: 65 percent / 1-hydroxy-7-azabenzotriazole; 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 24 h / 50 °C

12.1: 66 percent / second generation Grubbs' catalyst / CH₂Cl₂ / 48 h / Heating

With piperidine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lithium aluminium tetrahydride; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; lithium hexamethyldisilazane; hydrazine; diisopropyl-carbodiimide; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 5.1: Mitsunobu reaction;
DOI:10.1016/j.bmc.2005.04.028

Reference yield:

: 861640-61-1
(4S)-3-[3-(5-(2-(trimethylsilyl)ethyl)oxy-1-naphthalenyl)-1-oxo-2-propen-1-yl]-4-phenyl-2-oxazolidinone

: 861640-70-2
(9S,10S,11E,14S,18S)-18-(2-amino-2-oxoethyl)-10-[[4-[bis(1,1-dimethylethoxy)phosphoryl]methyl]phenyl]-14-(1-(5-hydroxy)naphthalenylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]eicos-11-en-9-acetic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 98 percent / H₂ / Pd/C / ethyl acetate / 24 h / 20 °C

2.1: lithium hexamethyldisilylamide / tetrahydrofuran / 1 h / -78 °C

2.2: tetrahydrofuran / -78 °C

3.1: 86 percent / LiAlH₄ / tetrahydrofuran / -78 °C

4.1: 69 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 15 h / 20 °C

5.1: 87 percent / hydrazine / ethanol; H₂O / 3 h / Heating

6.1: 97 percent / diisopropylcarbodidiimide; 1-hydroxybenzotriazole / dimethylformamide / 12 h / 20 °C

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

8.1: 92 percent / diisopropylcarbodiimide; 1-hydroxybenzotriazole / dimethylformamide / 12 h / 20 °C

9.1: 90 percent / piperidine / acetonitrile / 2 h / 20 °C

10.1: 65 percent / 1-hydroxy-7-azabenzotriazole; 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 24 h / 50 °C

11.1: 66 percent / second generation Grubbs' catalyst / CH₂Cl₂ / 48 h / Heating

With piperidine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lithium aluminium tetrahydride; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; lithium hexamethyldisilazane; hydrazine; diisopropyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 4.1: Mitsunobu reaction;
DOI:10.1016/j.bmc.2005.04.028