(S,E)-2-(trimethylsilyl)ethyl 3-(3-(((9H-fluoren-9-yl)methoxy)carbonylamino)propanoyloxy)-7-(tritylthio)hept-4-enoate

Base Information

• Chemical Name: (S,E)-2-(trimethylsilyl)ethyl 3-(3-(((9H-fluoren-9-yl)methoxy)carbonylamino)propanoyloxy)-7-(tritylthio)hept-4-enoate
• CAS No.: 1315334-31-6
• Molecular Formula: C₄₉H₅₃NO₆SSi
• Molecular Weight: 812.114

Synonyms:(S,E)-2-(trimethylsilyl)ethyl 3-(3-(((9H-fluoren-9-yl)methoxy)carbonylamino)propanoyloxy)-7-(tritylthio)hept-4-enoate

Chemical Property of (S,E)-2-(trimethylsilyl)ethyl 3-(3-(((9H-fluoren-9-yl)methoxy)carbonylamino)propanoyloxy)-7-(tritylthio)hept-4-enoate

Chemical Property:

Purity/Quality:

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Technology Process of (S,E)-2-(trimethylsilyl)ethyl 3-(3-(((9H-fluoren-9-yl)methoxy)carbonylamino)propanoyloxy)-7-(tritylthio)hept-4-enoate

There total 1 articles about (S,E)-2-(trimethylsilyl)ethyl 3-(3-(((9H-fluoren-9-yl)methoxy)carbonylamino)propanoyloxy)-7-(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: 64.0%

(S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-amino-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate (1043577-31-6) + N-Fmoc-β-alanine (35737-10-1) → (S,E)-2-(trimethylsilyl)ethyl 3-(3-(((9H-fluoren-9-yl)methoxy)carbonylamino)propanoyloxy)-7-(tritylthio)hept-4-enoate (1315334-31-6)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2011.02.024

Reference yield:

(S,E)-2-(trimethylsilyl)ethyl 3-(3-(((9H-fluoren-9-yl)methoxy)carbonylamino)propanoyloxy)-7-(tritylthio)hept-4-enoate (1315334-31-6) → C34H43NO4SSi

Guidance literature:

With diethylamine; for 2h;

DOI:10.1016/j.bmc.2011.02.024

Reference yield:

(S,E)-2-(trimethylsilyl)ethyl 3-(3-(((9H-fluoren-9-yl)methoxy)carbonylamino)propanoyloxy)-7-(tritylthio)hept-4-enoate (1315334-31-6) → C38H40N4O5S3

Guidance literature:

Multi-step reaction with 3 steps

1.1: diethylamine / 2 h

2.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C

2.2: 20 °C

3.1: trifluoroacetic acid / 0 - 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmc.2011.02.024

upstream raw materials:

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

N-Fmoc-β-alanine

Downstream raw materials:

(S,E)-2-(trimethylsilyl)ethyl 3-(3-((R)-2-(2-((tert-butoxycarbonylamino)methyl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxamido)propanoyloxy)-7-(tritylthio)hept-4-enoate

(5R,12S)-5-methyl-12-((E)-4-(tritylthio)but-1-en-1-yl)-11-oxa-3,18-dithia-7,15,20,21-tetraazatricyclo[15.2.1.1(2,5)]henicosa-1⁽¹⁹⁾,2⁽²¹⁾,17⁽²⁰⁾-triene-6,10,14-trione

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