(9H-fluoren-9-yl)methyl (R)-(2-((diphenylphosphoryl)amino)-3-(trimethylsilyl)penta-3,4-dien-1-yl)carbamate

Base Information

Chemical Name:(9H-fluoren-9-yl)methyl (R)-(2-((diphenylphosphoryl)amino)-3-(trimethylsilyl)penta-3,4-dien-1-yl)carbamate
CAS No.:1566557-39-8
Molecular Formula:C₃₅H₃₇N₂O₃PSi
Molecular Weight:592.75
Hs Code.:

Synonyms:(9H-fluoren-9-yl)methyl (R)-(2-((diphenylphosphoryl)amino)-3-(trimethylsilyl)penta-3,4-dien-1-yl)carbamate

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Chemical Property of (9H-fluoren-9-yl)methyl (R)-(2-((diphenylphosphoryl)amino)-3-(trimethylsilyl)penta-3,4-dien-1-yl)carbamate

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Technology Process of (9H-fluoren-9-yl)methyl (R)-(2-((diphenylphosphoryl)amino)-3-(trimethylsilyl)penta-3,4-dien-1-yl)carbamate

There total 6 articles about (9H-fluoren-9-yl)methyl (R)-(2-((diphenylphosphoryl)amino)-3-(trimethylsilyl)penta-3,4-dien-1-yl)carbamate 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: 62.0%

: 129217-85-2
trimethyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-yn-1-yl)silane

: C₂₉H₂₅N₂O₃P

: 1566557-39-8
(9H-fluoren-9-yl)methyl (R)-(2-((diphenylphosphoryl)amino)-3-(trimethylsilyl)penta-3,4-dien-1-yl)carbamate

Guidance literature:: C₂₉H₂₅N₂O₃P; With BF₄^(1-)*C₄₀H₄₁N₂⁽¹⁺⁾; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; at -30 - 22 ℃; for 0.333333h; Inert atmosphere; Cooling with acetone-dry ice;

trimethyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-yn-1-yl)silane; In tetrahydrofuran; isopropyl alcohol; at -30 ℃; for 0.166667h; enantioselective reaction; Inert atmosphere; Cooling with acetone-dry ice;
DOI:10.1021/ja500373s

Reference yield:

: 856438-23-8
(9H-fluoren-9-yl)methyl allylcarbamate

: 1566557-39-8
(9H-fluoren-9-yl)methyl (R)-(2-((diphenylphosphoryl)amino)-3-(trimethylsilyl)penta-3,4-dien-1-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: ozone / methanol; dichloromethane / 0.08 h / -78 °C / Inert atmosphere

1.2: 4 h / -78 - 22 °C / Inert atmosphere

2.1: diethyl ether / 12 h / 22 °C / Inert atmosphere

3.1: sodium hydrogencarbonate / dichloromethane / 1 h / 22 °C / Inert atmosphere

4.1: BF₄^(1-)*C₄₀H₄₁N₂⁽¹⁺⁾; sodium t-butanolate; copper(l) chloride / tetrahydrofuran / 0.33 h / -30 - 22 °C / Inert atmosphere; Cooling with acetone-dry ice

4.2: 0.17 h / -30 °C / Inert atmosphere; Cooling with acetone-dry ice

With BF₄^(1-)*C₄₀H₄₁N₂⁽¹⁺⁾; sodium hydrogencarbonate; ozone; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/ja500373s

Reference yield:

: 1566557-36-5
(9H-fluoren-9-yl)methyl (2-((diphenylphosphoryl)amino)-2-tosylethyl)carbamate

: 1566557-39-8
(9H-fluoren-9-yl)methyl (R)-(2-((diphenylphosphoryl)amino)-3-(trimethylsilyl)penta-3,4-dien-1-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / dichloromethane / 1 h / 22 °C / Inert atmosphere

2.1: BF₄^(1-)*C₄₀H₄₁N₂⁽¹⁺⁾; sodium t-butanolate; copper(l) chloride / tetrahydrofuran / 0.33 h / -30 - 22 °C / Inert atmosphere; Cooling with acetone-dry ice

2.2: 0.17 h / -30 °C / Inert atmosphere; Cooling with acetone-dry ice

With BF₄^(1-)*C₄₀H₄₁N₂⁽¹⁺⁾; sodium hydrogencarbonate; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja500373s