(S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-(2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetamido)-3-methylbutanoyl)oxy)-7-S₁₁(tritylthio)hept-4-enoate

Base Information

• Chemical Name: (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-(2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetamido)-3-methylbutanoyl)oxy)-7-S₁₁(tritylthio)hept-4-enoate
• CAS No.: 1415580-94-7
• Molecular Formula: C₄₉H₆₂N₆O₇S₂Si
• Molecular Weight: 939.285
• Mol file: 1415580-94-7.mol

Synonyms:(S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-(2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetamido)-3-methylbutanoyl)oxy)-7-S₁₁(tritylthio)hept-4-enoate

Chemical Property of (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-(2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetamido)-3-methylbutanoyl)oxy)-7-S₁₁(tritylthio)hept-4-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-(2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetamido)-3-methylbutanoyl)oxy)-7-S₁₁(tritylthio)hept-4-enoate

There total 8 articles about (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-(2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetamido)-3-methylbutanoyl)oxy)-7-S₁₁(tritylthio)hept-4-enoate 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: 82.0%

(S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-amino-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate (1137735-74-0) + 2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetic acid (1415580-88-9) → (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-(2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetamido)-3-methylbutanoyl)oxy)-7-S11(tritylthio)hept-4-enoate (1415580-94-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; at 20 ℃; for 12h; 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) → (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-(2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetamido)-3-methylbutanoyl)oxy)-7-S11(tritylthio)hept-4-enoate (1415580-94-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide / water; methanol / Inert atmosphere

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

With N-ethyl-N,N-diisopropylamine; lithium hydroxide; In methanol; water;

DOI:10.1021/ml300371t

Reference yield:

2-(tert-butoxycarbonylamino-methyl)-thiazol-4-yl-formaldehyde (165667-54-9) → (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-(2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetamido)-3-methylbutanoyl)oxy)-7-S11(tritylthio)hept-4-enoate (1415580-94-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine; triphenylphosphine / dichloromethane / 0 - 20 °C / Inert atmosphere

1.2: 3 h / -78 °C

2.1: copper(II) sulfate / water; N,N-dimethyl-formamide / 1 h / 85 °C / Inert atmosphere

3.1: lithium hydroxide / water; methanol / Inert atmosphere

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

With copper(II) sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

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

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

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

2-(tert-butoxycarbonylamino-methyl)-thiazol-4-yl-formaldehyde

Downstream raw materials:

(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