(9S,12S)-9-isopropyl-12-((E)-4-(tritylthio)but-1-en-1-yl)-11-oxa-18-thia-3,4,5,8,15,20-hexaazatricyclo[15.2.1.1^2,5]henicosa-1⁽¹⁹⁾,2⁽²¹⁾,3,17⁽²⁰⁾-tetraene-7,10,14-trione

Base Information

• Chemical Name: (9S,12S)-9-isopropyl-12-((E)-4-(tritylthio)but-1-en-1-yl)-11-oxa-18-thia-3,4,5,8,15,20-hexaazatricyclo[15.2.1.1^2,5]henicosa-1⁽¹⁹⁾,2⁽²¹⁾,3,17⁽²⁰⁾-tetraene-7,10,14-trione
• CAS No.: 1415580-97-0
• Molecular Formula: C₃₉H₄₀N₆O₄S₂
• Molecular Weight: 720.916
• Mol file: 1415580-97-0.mol

Synonyms:

Chemical Property of (9S,12S)-9-isopropyl-12-((E)-4-(tritylthio)but-1-en-1-yl)-11-oxa-18-thia-3,4,5,8,15,20-hexaazatricyclo[15.2.1.1^2,5]henicosa-1⁽¹⁹⁾,2⁽²¹⁾,3,17⁽²⁰⁾-tetraene-7,10,14-trione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (9S,12S)-9-isopropyl-12-((E)-4-(tritylthio)but-1-en-1-yl)-11-oxa-18-thia-3,4,5,8,15,20-hexaazatricyclo[15.2.1.1^2,5]henicosa-1⁽¹⁹⁾,2⁽²¹⁾,3,17⁽²⁰⁾-tetraene-7,10,14-trione

There total 9 articles about (9S,12S)-9-isopropyl-12-((E)-4-(tritylthio)but-1-en-1-yl)-11-oxa-18-thia-3,4,5,8,15,20-hexaazatricyclo[15.2.1.1^2,5]henicosa-1⁽¹⁹⁾,2⁽²¹⁾,3,17⁽²⁰⁾-tetraene-7,10,14-trione 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:

C39H42N6O5S2 → (9S,12S)-9-isopropyl-12-((E)-4-(tritylthio)but-1-en-1-yl)-11-oxa-18-thia-3,4,5,8,15,20-hexaazatricyclo[15.2.1.12,5]henicosa-1(19),2(21),3,17(20)-tetraene-7,10,14-trione (1415580-97-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ml300371t

Reference yield:

methyl 2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetate (1415580-87-8) → (9S,12S)-9-isopropyl-12-((E)-4-(tritylthio)but-1-en-1-yl)-11-oxa-18-thia-3,4,5,8,15,20-hexaazatricyclo[15.2.1.12,5]henicosa-1(19),2(21),3,17(20)-tetraene-7,10,14-trione (1415580-97-0)

Guidance literature:

Multi-step reaction with 5 steps

1: lithium hydroxide / water; methanol / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / 12 h / 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 24 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1021/ml300371t

Reference yield:

2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetic acid (1415580-88-9) → (9S,12S)-9-isopropyl-12-((E)-4-(tritylthio)but-1-en-1-yl)-11-oxa-18-thia-3,4,5,8,15,20-hexaazatricyclo[15.2.1.12,5]henicosa-1(19),2(21),3,17(20)-tetraene-7,10,14-trione (1415580-97-0)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / 12 h / 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 24 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ml300371t

upstream raw materials:

methyl 2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetate

2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetic acid

Fmoc-Val-OH

(S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-amino-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate