(3S,6S,9S,15S,18S,21S,24S)-15-Benzyl-3,21-bis-((S)-sec-butyl)-18-(1,1-dimethyl-allyloxymethyl)-6-hydroxymethyl-8-thioxo-1,4,7,13,16,19,22-heptaaza-tricyclo[22.3.0.0^9,13]heptacosane-2,5,14,17,20,23-hexaone

Base Information

• Chemical Name: (3S,6S,9S,15S,18S,21S,24S)-15-Benzyl-3,21-bis-((S)-sec-butyl)-18-(1,1-dimethyl-allyloxymethyl)-6-hydroxymethyl-8-thioxo-1,4,7,13,16,19,22-heptaaza-tricyclo[22.3.0.0^9,13]heptacosane-2,5,14,17,20,23-hexaone
• CAS No.: 260782-39-6
• Molecular Formula: C₄₂H₆₃N₇O₈S
• Molecular Weight: 826.07

Synonyms:(3S,6S,9S,15S,18S,21S,24S)-15-Benzyl-3,21-bis-((S)-sec-butyl)-18-(1,1-dimethyl-allyloxymethyl)-6-hydroxymethyl-8-thioxo-1,4,7,13,16,19,22-heptaaza-tricyclo[22.3.0.0^9,13]heptacosane-2,5,14,17,20,23-hexaone

Chemical Property of (3S,6S,9S,15S,18S,21S,24S)-15-Benzyl-3,21-bis-((S)-sec-butyl)-18-(1,1-dimethyl-allyloxymethyl)-6-hydroxymethyl-8-thioxo-1,4,7,13,16,19,22-heptaaza-tricyclo[22.3.0.0^9,13]heptacosane-2,5,14,17,20,23-hexaone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,6S,9S,15S,18S,21S,24S)-15-Benzyl-3,21-bis-((S)-sec-butyl)-18-(1,1-dimethyl-allyloxymethyl)-6-hydroxymethyl-8-thioxo-1,4,7,13,16,19,22-heptaaza-tricyclo[22.3.0.0^9,13]heptacosane-2,5,14,17,20,23-hexaone

There total 21 articles about (3S,6S,9S,15S,18S,21S,24S)-15-Benzyl-3,21-bis-((S)-sec-butyl)-18-(1,1-dimethyl-allyloxymethyl)-6-hydroxymethyl-8-thioxo-1,4,7,13,16,19,22-heptaaza-tricyclo[22.3.0.0^9,13]heptacosane-2,5,14,17,20,23-hexaone 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:

1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid (260782-47-6) → (3S,6S,9S,15S,18S,21S,24S)-15-Benzyl-3,21-bis-((S)-sec-butyl)-18-(1,1-dimethyl-allyloxymethyl)-6-hydroxymethyl-8-thioxo-1,4,7,13,16,19,22-heptaaza-tricyclo[22.3.0.09,13]heptacosane-2,5,14,17,20,23-hexaone (260782-39-6)

Guidance literature:

With diphenyl-phosphinic acid; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 144h;

DOI:10.1016/S0040-4039(99)01955-3

Reference yield:

1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl ester (562864-22-6) → (3S,6S,9S,15S,18S,21S,24S)-15-Benzyl-3,21-bis-((S)-sec-butyl)-18-(1,1-dimethyl-allyloxymethyl)-6-hydroxymethyl-8-thioxo-1,4,7,13,16,19,22-heptaaza-tricyclo[22.3.0.09,13]heptacosane-2,5,14,17,20,23-hexaone (260782-39-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutylammonium hydroxide / tetrahydrofuran / 31.5 h / 0 °C

2: 53 mg / diisopropylethylamine; diphenylphosphoryl azide / dimethylformamide / -5 - 20 °C

With diphenylphosphoranyl azide; tetra(n-butyl)ammonium hydroxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(03)00293-X

Reference yield:

C46H68Cl3N7O11S (260782-46-5) → (3S,6S,9S,15S,18S,21S,24S)-15-Benzyl-3,21-bis-((S)-sec-butyl)-18-(1,1-dimethyl-allyloxymethyl)-6-hydroxymethyl-8-thioxo-1,4,7,13,16,19,22-heptaaza-tricyclo[22.3.0.09,13]heptacosane-2,5,14,17,20,23-hexaone (260782-39-6)

Guidance literature:

Multi-step reaction with 3 steps

1: Cd/Pb; aq. NH₄OAc / tetrahydrofuran / 0.67 h / 20 °C

2: tetrabutylammonium hydroxide / tetrahydrofuran / 31.5 h / 0 °C

3: 53 mg / diisopropylethylamine; diphenylphosphoryl azide / dimethylformamide / -5 - 20 °C

With Cd/Pb; diphenylphosphoranyl azide; ammonium acetate; tetra(n-butyl)ammonium hydroxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(03)00293-X

upstream raw materials:

1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid

N-Troc-L-isoleucine

(S)-1-((2S,3S)-2-{(S)-2-[((S)-1-{(S)-2-[(S)-2-Amino-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl ester

1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl ester

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