(S,Z)-(9H-fluoren-9-yl)methyl (2-(methylthio)vinylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Base Information

Chemical Name:(S,Z)-(9H-fluoren-9-yl)methyl (2-(methylthio)vinylamino)-1-oxo-3-phenylpropan-2-ylcarbamate
CAS No.:1359015-13-6
Molecular Formula:C₂₇H₂₆N₂O₃S
Molecular Weight:458.581
Hs Code.:

Synonyms:(S,Z)-(9H-fluoren-9-yl)methyl (2-(methylthio)vinylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

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Chemical Property of (S,Z)-(9H-fluoren-9-yl)methyl (2-(methylthio)vinylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

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Technology Process of (S,Z)-(9H-fluoren-9-yl)methyl (2-(methylthio)vinylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

There total 5 articles about (S,Z)-(9H-fluoren-9-yl)methyl (2-(methylthio)vinylamino)-1-oxo-3-phenylpropan-2-ylcarbamate 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: 74.0%

: 1359015-19-2
Fmoc-Phe-Cys(Me)-SPh-p-Cl

: 1359015-13-6
(S,Z)-(9H-fluoren-9-yl)methyl (2-(methylthio)vinylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Guidance literature:: With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; copper(I) thiophene-2-carboxylate; triphenylphosphine; In 1,4-dioxane; at 50 ℃; for 3.5h; chemoselective reaction; Inert atmosphere;
DOI:10.1021/ol203399x

Reference yield:

: 1359015-18-1
Fmoc-Phe-Cys(Me)-OH

: 1359015-31-8
C₂₆H₂₄N₂O₃

: 1359015-13-6
(S,Z)-(9H-fluoren-9-yl)methyl (2-(methylthio)vinylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 16 h / 20 °C / Inert atmosphere

2: copper(I) thiophene-2-carboxylate; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; triphenylphosphine / 1,4-dioxane / 14 h / 20 °C / Inert atmosphere

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; copper(I) thiophene-2-carboxylate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triphenylphosphine; In 1,4-dioxane; dichloromethane;
DOI:10.1021/ol203399x

Reference yield:

: 101214-43-1
Fmoc-Phe-ONSu

: 1359015-31-8
C₂₆H₂₄N₂O₃

: 1359015-13-6
(S,Z)-(9H-fluoren-9-yl)methyl (2-(methylthio)vinylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium hydrogencarbonate / tetrahydrofuran; water / 12 h / 20 °C / Inert atmosphere

2: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 16 h / 20 °C / Inert atmosphere

3: copper(I) thiophene-2-carboxylate; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; triphenylphosphine / 1,4-dioxane / 14 h / 20 °C / Inert atmosphere

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; copper(I) thiophene-2-carboxylate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; potassium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;
DOI:10.1021/ol203399x